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综述与进展
叔丁基亚磺酰胺在天然产物全合成中的应用
李颖, 马志强, 徐学涛
2020, 40(12): 3991-4014  doi: 10.6023/cjoc202006024
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摘要:
叔丁基亚磺酰胺由于性质稳定、商业可得、价格合理、使用方便及参与反应的立体选择性好等优点,受到化学家的广泛关注.总结了近年来利用手性叔丁基亚磺酰胺作为手性辅基诱导生成手性胺中间体在天然产物不对称全合成中的应用,主要分亲核试剂对叔丁基亚磺酰亚胺的加成及叔丁基亚磺酰基金属烯胺对亲电试剂的加成两部分进行介绍.
N-取代-1, 2, 3-三氮唑化合物的合成研究进展
刘启顺, 吕玉芬, 鲍鹏丽, 岳会兰, 魏伟
2020, 40(12): 4015-4030  doi: 10.6023/cjoc202008042
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N-取代-1,2,3-三氮唑是一类重要的含氮杂环化合物,在药物化学、合成化学及材料等领域都具有广泛的应用价值.因此,N-取代-1,2,3-三氮唑的构建方法备受人们的关注.归纳总结了近年来N-取代-1,2,3-三氮唑的合成研究进展,主要介绍了以叠氮化合物、腙、TsNHNH2和重氮为氮源以及NH-1,2,3-三氮唑为前体合成N-取代-1,2,3-三氮唑化合物的合成路线及其反应机理,并对该领域未来的发展进行了展望.
基于给体-受体-给体型稠环模块的小分子光伏材料的研究进展
戴学新, 成晓东, 阚志鹏, 肖泽云, 段泰男, 胡超, 陆仕荣
2020, 40(12): 4031-4045  doi: 10.6023/cjoc202005023
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给体-受体-给体(Donor-Acceptor-Donor,D-A-D)型稠环及其衍生物因具有共轭平面结构大、载流子迁移率高、吸光性能优异和光热稳定性等优点,被应用于太阳能电池中,并获得了优异的光伏性能.概述了基于D-A-D型稠环的小分子光伏材料的最新研究进展,总结了该类材料分子结构与其光伏性能之间的关系.
有机聚合物荧光传感器的研究进展
曹西颖, 罗时荷, 杨崇岭, 肖颖, 李晓燕, 张钧如, 汪朝阳
2020, 40(12): 4046-4059  doi: 10.6023/cjoc202005063
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有机荧光聚合物具有独特的荧光信号放大特点和良好的光学性质,可检测特定的分析物种.通过对其侧链等合理修饰,进一步改善其传感性能.如今,有机荧光聚合物的合成方法以金属偶联反应为主,烯烃加聚和缩合反应相对较少.以聚合物的荧光来源为主线,从反应类型的角度,系统地综述了近些年来荧光性有机聚合物在传感器领域的研究进展,特别是对其设计合成、传感应用及检测机理等进行了介绍.未来,新型多功能有机荧光聚合物的设计与合成仍有待进一步深入研究,是重点发展方向.
硫原子作为自由基受体在含硫杂环合成中的研究进展
杨文超, 张明明, 陈旺, 杨小虎, 冯建国
2020, 40(12): 4060-4070  doi: 10.6023/cjoc202005039
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含硫杂环化合物如噻唑、噻吩和硫代黄酮等,广泛存在于天然产物及生物活性分子中,因其具有多样的生物活性,在药物化学、有机化学和功能性材料领域中的研究潜力越来越突出.有效的含硫杂环合成策略已成为广泛研究的主题.不饱和烃的自由基串联反应构筑杂环衍生物一直是有机合成化学的一个重要研究分支,近年来的研究成果也彰显了其巨大的潜力.研究者发现硫原子可以作为自由基的受体构建一个C-S键,并通过该策略建立了一系列自由基串联反应,其中基于茴香硫醚参与的不饱和烃自由基串联反应已逐渐发展成为一种重要的含硫杂环合成工具.综述了该领域的研究进展,根据茴香硫醚的成环类型,对近年来硫醚中硫原子作为自由基受体参与杂环合成的反应进行简要总结,并对反应设计、机理研究和研究展望等给予评述.
喹啉氮氧化物的功能化反应研究进展
董道青, 孙媛媛, 李光辉, 杨欢, 王祖利, 徐鑫明
2020, 40(12): 4071-4086  doi: 10.6023/cjoc202004047
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喹啉氮氧化物廉价易得,被广泛应用于有机合成.综述了近些年喹啉氮氧化物的C(2)与C(8)位的功能化反应与反应机理,为今后喹啉氮氧化物的反应提供参考.
芳炔参与的磷和硫芳基化反应研究进展
黄远婷, 陈迁
2020, 40(12): 4087-4100  doi: 10.6023/cjoc202005047
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芳基膦和芳基硫化合物被广泛应用于有机合成、功能材料和药物化学等领域中,发展绿色、温和、高效的磷和硫芳基化方法具有重要意义.近年来,芳炔参与的反应为有机磷和有机硫化合物的芳基化提供了新途径.该方法可避免使用过渡金属催化剂,条件温和且适用范围广.依据反应类型的不同,对近年来芳炔参与的磷和硫芳基化反应的研究进展进行了介绍.
马钱子碱的结构修饰和手性应用
董子阳, 杨占会, 许家喜
2020, 40(12): 4101-4121  doi: 10.6023/cjoc202004049
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从结构修饰与手性应用的角度,综述了关于马钱子碱的最新研究进展.马钱子碱具有多个官能团和复杂的立体结构,对其进行选择性结构修饰极具挑战性.目前已有多种方法实现了在其特定位点的选择性反应,具体包括:芳环部分的脱甲氧基五氟苯基化,酰胺部分的伯胺缩合、脱氧氰基化、脱氧还原、α-肟化等反应,叔胺部分的N-氧化、C-N或α-C-H键的形式上卡宾插入、与苯炔和酚的三组分反应、与乃春的N-胺负离子化和与卤代烃的N-烃基化等反应,C=C双键的双羟基化和氢化反应,醚键的氢化断裂反应.其修饰后的结构具有独特的生物活性和潜在的药用价值.马钱子碱本身可作为手性拆分试剂,对外消旋的羧酸、磷(膦)酸、酚、醇和药物进行拆分.此外,马钱子碱及其结构修饰产物均可作为手性助剂、手性催化剂或手性配体运用到不对称合成中.
1, 3-茚满二酮参与的多组分反应研究进展
孙晶, 曹鋆, 韩莹, 颜朝国
2020, 40(12): 4122-4146  doi: 10.6023/cjoc202005003
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摘要:
1,3-茚满二酮是一种典型的环状1,3-二羰基化合物,所具有的一个亚甲基、两个羰基和稠合的苯环结构,使其具有连续的三个亲电反应和亲核反应位点.另一方面,1,3-茚满二酮能够在酸或碱性介质中发生自身缩合反应,形成稠环多羰基化合物.1,3-茚满二酮(1)还与芳香醛2发生Knoevenagel反应得到的2-芳亚甲基-1,3-茚满二酮3,是活泼的αβ-不饱和羰基化合物.因此1,3-茚满二酮具有多重反应活性,可作为多组分反应和多米诺反应中的关键底物,构建一系列螺环、桥环以及稠合的全碳环和杂环化合物.总结了近年来1,3-茚满二酮参与的一系列多组分串联反应以及其在构建具有重要生物学活性的茚酮稠合多环化合物方面的应用,揭示了1,3-茚满二酮的丰富多样的反应方式,对于反应机理、反应特点以及反应的局限性进行了详细介绍,并对今后的发展方向作出了展望.
碲参与的有机化学反应
陈颖, 邓鑫, 景崤壁, 周宏伟
2020, 40(12): 4147-4154  doi: 10.6023/cjoc202005024
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作为硫族元素的一员,碲元素并没有像氧、硫、硒那样被人们所熟知.它作为元素周期表中的"隐形"元素,在化学家们的视线中出现频率较低.然而,在过去的几十年里,无论在材料科学、医学还是生物方面,碲元素作为"黑夜中的翡翠",一直发挥着其独特的作用,吸引越来越多的化学家前来驻足研究.含碲化合物作为一种"全新物质",在有机化学方面所体现出来的性能无疑让化学家们眼前一亮.近年来,有关含碲化合物在有机化学方面的报道也越来越多.为了便于读者了解该领域的研究进展,对其典型性工作进行了总结.
吡咯并吡咯二酮类光敏剂/光热试剂在肿瘤治疗中的应用研究进展
汪凌云, 辛舒琪, 唐浩, 曹德榕
2020, 40(12): 4155-4167  doi: 10.6023/cjoc202005041
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肿瘤的发病率呈逐年上升趋势,已成为威胁人类健康的第一大疾病.光疗(光动力疗法和光热疗法)作为一类新型的肿瘤治疗方式,具有创伤小、治疗周期短、毒副作用低、选择性好、无抗药性和免疫抑制等优点,受到了研究人员的广泛关注,并已被逐步应用于临床.作为光疗中至关重要的决定性因素,光敏剂和光热试剂的研究受到越来越多的重视.吡咯并吡咯二酮具有平面性好、电子亲和势强、合成简单、结构易修饰及摩尔吸光系数高等优点,是一种优异的光敏剂和光热试剂.从吡咯并吡咯二酮的结构改造、结构与性能关系、光疗作用机理等方面对近年来吡咯并吡咯二酮类光敏剂和光热试剂的研究现状进行了综述,并对其发展趋势进行了展望.
稠杂环吡啶并[1, 2-a]苯并咪唑类化合物的合成研究进展
杨凯, 姚辰, 高娟娟, 陈思鸿, 郑雪洁, 邓璐璇, 张毓娜, 刘美娟, 汪朝阳
2020, 40(12): 4168-4183  doi: 10.6023/cjoc202005074
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吡啶并[1,2-a]苯并咪唑是由三个芳环稠合组成的重要氮杂环化合物之一.由于含有该骨架的分子在药物化学及材料领域中显示出广泛的应用前景,故吡啶并[1,2-a]苯并咪唑类分子的合成在有机化学中倍受关注.基于逆合成分析的思路,依据不同环的构建方式,按照不同结构的反应底物类型,综述了近年吡啶并[1,2-a]苯并咪唑类化合物合成方法的研究进展,并对其未来发展方向进行了展望.
有机材料在潜指纹显现中的应用研究进展
金晓东, 毕天博, 辛然, 吴国萍, 徐同祥, 马荣梁
2020, 40(12): 4184-4202  doi: 10.6023/cjoc202004036
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犯罪现场中所发现的最重要的物证之一的指纹可以直接认定人身,在侦查破案和法庭诉讼中发挥重要作用.但在实际案件中,提取相关客体上的指纹时,这些指纹往往不能用肉眼直接观察到,故将其称之为"潜指纹".尽管潜指纹显现技术已经有了较大的发展,但在无损、灵敏和高效检测等方面仍面临着诸多难题,其一定程度上阻碍了刑事技术人员的后续指纹鉴定工作.因此,开发高选择性、高灵敏度和方便快捷的潜指纹显现材料或显现技术就显得意义重大.在查阅国内外相关研究成果的基础上,简要回顾了目前广泛使用的传统有机材料,并较为详细地综述了近十年来新出现的有机荧光材料(如聚集诱导发光材料、共轭聚合物材料及其它有机荧光材料等)在潜指纹显现中的应用研究进展,着重概述各相关有机材料的设计理念及显现潜指纹的机理,并对存在的问题进行讨论,展望有机材料在潜指纹显现研究中的未来发展趋势.
抗结核分枝杆菌生物碱Pseudopteroxazole和Ileabethoxazole的全合成研究进展
孙泽众, 徐苗, 王云侠, 胡向东
2020, 40(12): 4203-4215  doi: 10.6023/cjoc202005034
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从海鞭Pseudopterogorgia elisabethae中分离得到的生物碱pseudopteroxazole和ileabethoxazole对结核病病原体——结核分枝杆菌具有良好的抗菌活性.这两种生物碱具有相似的四环骨架,包含四个立体中心、一个全取代苯环和天然产物中少有的苯并噁唑单元.良好的抗结核分枝杆菌活性和独特的分子结构使得对pseudopteroxazole和ileabethoxazole的合成研究得到了广泛关注,综述了国内外对这两生物碱的全合成研究进展.
碘及碘化物在光催化有机合成中的应用
刘洋, 林立青, 韩莹徽, 刘颖杰
2020, 40(12): 4216-4227  doi: 10.6023/cjoc202004053
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光氧化还原已成为在温和条件下高选择性实现各种化学转化的通用工具,然而传统的光催化严重依赖光催化剂,存在价格昂贵和环境污染等问题.碘及碘化物廉价、低毒并具有独特的光反应活性.近年来,它们在光化学合成中的应用引起了人们越来越多的关注.总结了近年来由碘及碘化物介导的光催化反应研究的进展,并对其研究前景进行了展望.
Articles
Platinum-Catalyzed syn-Stereocontrolled Ring-Opening of Oxabicyclic Alkenes with Arylsulfonyl Hydrazides
Lin Wang, Lili Yang, Yunfu Ou, Shihai Xu, Qifu Lin, Dingqiao Yang
2020, 40(12): 4228-4236  doi: 10.6023/cjoc202006074
[摘要]  (163) [HTML全文] (163) [PDF 567KB] (3)
摘要:
A platinum-catalyzed syn-stereocontrolled ring-opening reaction of oxabicyclic alkenes with arylsulfonyl hydrazides was developed. This protocol exhibited high efficiency and good functional group tolerance, affording cis-2-aryl-1, 2-dihydronaphthalen-1-ols (3) or 2-aryl-naphthalenes (4) as dehydrated products in good to excellent yields under mild conditions (up to 89%). In addition, the cis-1, 2-configuration of product (1S*, 2R*)-6, 7-dibromo-2-(p-tolyl)-1, 2-dihydronaphthalen-1-ol (3db) was confirmed by X-ray single crystal diffraction analysis. Based on the results, a plausible mechanism for the ring-opening reaction was proposed. Remarkably, arylsulfonyl hydrazides were used as carboanion nucleophiles in the ring-opening reaction via releasing N2 and SO2 in situ.
Discovery of Novel 2, 4, 6-Trisubstituted Pyrimidine Derivatives as Succinate Dehydrogenase Inhibitors
Yingkun Yan, Wei Cheng, Tingting Xiao, Guilan Zhang, Tingting Zhang, Tong Lu, Xiaorong Tang
2020, 40(12): 4237-4248  doi: 10.6023/cjoc202005057
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Thirty-six unreported pyrimidine analogues were designed, synthesized and characterized by IR, 1H NMR, 13C NMR and HRMS. Their antifungal activities were determined against five plant pathogenic fungi namely Rhizoctonia solani, Fusarum graminearum, Helminthosporium maydis, Sclerotinia sclerotiorum and Botrytis cinerea. The results indicated that most of them revealed significant antifungal activities at 20 mg/L. Among them, 4-(furan-2-yl)-2-methyl-6-(p-tolyl)pyrimidine (2c) and 4-(4-chlorophenyl)-6-(5-methylfuran-2-yl)-2-(1H-pyrazol-1-yl)pyrimidine (3d) showed the strongest activities against Sclerotinia sclerotiorum and their median effect concentrations (EC50) were 0.072 and 0.077 mg/L, respectively, which implied that they had better antifungal activities than the commercial fungicide fluopyram (EC50=0.244 mg/L). Meanwhile, the inhibitory activities of compounds 2c and 3d were determined against succinate dehydrogenase (SDH). The results exhibited that their half inhibitory concentrations (IC50) were 0.115 and 0.121 mg/L, respectively, indicating that they also had better inhibitory activities than fluopyram (IC50=0.356 mg/L). Molecular docking studies demonstrated that the binding energy of compounds 2c, 3d and fluopyram to SDH was -32.2 kJ/mol, -31.8 kJ/mol and -28.9 kJ/mol, respectively, which represented that they had stronger affinities than fluopyram. The inhibitory activities of compounds 2c and 3d against SDH have been reported for the first time.
Visible-Light Induced Sulfonylation of Nitroolefins for the Synthesis of Vinyl Sulfones under Photocatalyst Free Conditions
Demao Chen, Yuanyuan Sun, Daoqing Dong, Qingqing Han, Zuli Wang
2020, 40(12): 4267-4273  doi: 10.6023/cjoc202006025
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An eco-friendly visible light-induced approach for the synthesis of vinyl sulfones from the reaction of nitroolefins with sulfinic acid under photocatalyst free conditions was developed. Simple operation, mild reaction conditions, broad substrate scope and good yields of the desired products made this transformation have an excellent prospect. The anti-microbial activity test showed that some of the desired products had moderate inhibitory rate against V. mali and C. glecosporioides.
n-Bu4NBr Catalyzed Brook Rearrangement/Alkylation Reaction
Man-Yi Han, Hong Pan, Ziyun Yao, Qi Li
2020, 40(12): 4274-4283  doi: 10.6023/cjoc202005093
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A novel Brook rearrangement/alkylation reaction sequence of tertiary α-silyl alcohols has been developed using n-Bu4NBr as the phase transfer catalyst (PTC). A number of tertiary α-silyl alcohols are applicable to the reaction, affording the products with a quaternary carbon center in high yields (up to 71%). Moreover, the carbanions generated after the Brook rearrangement could be stabilized by the electron-withdrawing group, depressing the Brook rearrangement/protonation reaction.
Transition-Metal-Free Decarboxylative Amidation of Aryl α-Keto Acids with Diphenylphosphoryl Azide: New Avenue for the Preparation of Primary Aryl Amides
Jianwei Xie, Li Shen, Jie Zhang, Shaofeng Gong
2020, 40(12): 4284-4289  doi: 10.6023/cjoc202006030
[摘要]  (172) [HTML全文] (172) [PDF 449KB] (7)
摘要:
In this paper, a novel transition-metal-free decarboxylative amidation of aryl α-keto acids with diphenylphosphoryl azide (DPPA) under mild conditions has been developed. The reaction proceeded smoothly to afford the corresponding primary aryl amide products in good to excellent yields under air and showed excellent functional group tolerance. Gram-scale reaction was also performed to produce the desired product in high yield. In addition, the mechanism of the present reaction was investigated.
Oxidative Halocyclization of N-Allylarylamides with KX/Oxone System: Green Synthesis of 5-Halomethyl-2-Oxazolines
Xinming Liu, Lu Li, Licheng Jin, Jincan Zhao, Yuanzhao Hua, Mincan Wang, Lantao Liu
2020, 40(12): 4298-4304  doi: 10.6023/cjoc202005087
[摘要]  (139) [HTML全文] (139) [PDF 510KB] (1)
摘要:
With inexpensive potassium halide (KX) as halogen source, and oxone as oxidant, a series of allylamides underwent halocyclization reaction and generated 5-halomethyl-2-oxazolines in good to excellent isolated yields under mild conditions. The protocol showed attractive advanced features including low cost of halogen source, absence of organic byproduct, and resultant environmental-friendly nature. In addition, various useful derivatives could be expected by proper nucleophilic substitution reactions.
Fully Substituted Pyrazoles Assisted Palladium-Catalyzed Late-Stage Arylation of C(sp2)—H Bond
Xiaopan Fu, Yangyang Wang, Jinyue Yang, Gaorong Wu, Chengcai Xia, Yafei Ji
2020, 40(12): 4305-4314  doi: 10.6023/cjoc202005080
[摘要]  (129) [HTML全文] (129) [PDF 544KB] (3)
摘要:
A successful protocol has been developed for palladium-catalyzed late-stage arylation of fully substituted pyrazoles. Through screening of optimazation of reaction parameters, the most efficient reaction conditions for mono-ortho-position arylation were obtained. This reaction features a broad substrate scope, good functional group tolerance as well as good to excellent yield. Moreover, the intermolecular competition experiments and gram scale reaction were also performed. The kinetic isotopic effect (KIE) result reveled C-H bond cleavage was involved in the rate-limiting step and a plausible mechanism was proposed based on the dual-core dimeric palladacycle.
研究论文
含异噁唑环的新型N-吡啶基吡唑酰胺化合物的合成及生物活性研究
郑丹丹, 倪亚丹, 钱程, 张敏, 张紫婵, 戴红, 周贝贝, 张莉芳
2020, 40(12): 4249-4257  doi: 10.6023/cjoc202008014
[摘要]  (128) [HTML全文] (128) [PDF 514KB] (6)
摘要:
基于新型杀虫剂氯虫苯甲酰胺的结构,设计合成出一系列新型含取代异噁唑单元的N-吡啶基吡唑酰胺衍生物,其目标化合物的结构均经核磁氢谱、碳谱及元素分析等方法确证.初步的室内杀虫活性测试数据表明,在500 μg/mL测试浓度下,所有目标化合物对粘虫的杀虫效果均达100%.4个化合物在100 μg/mL测试浓度下对粘虫的杀死率为80%~100%,2个化合物在20 μg/mL测试浓度下对粘虫仍有40%~50%的防效.5个化合物在500 μg/mL测试浓度下对蚜虫有较高的杀虫作用,其致死率为90%~100%.此外,2个化合物在500 μg/mL测试浓度下对朱砂叶螨有70%~80%的致死率.
可见光催化分子内环芳构化合成10-菲酚衍生物
滕巧玲, 许露露, 程冬萍, 许孝良
2020, 40(12): 4258-4266  doi: 10.6023/cjoc202005077
[摘要]  (139) [HTML全文] (139) [PDF 475KB] (11)
摘要:
菲衍生物在药物化学和材料科学中具有重要的地位.可见光催化具有绿色、反应条件温和、应用潜力大等优点,已经逐渐成为有机合成中的有力工具.报道了以Ir[dF(CF3)ppy]2(dtbbpy)PF6为可见光催化剂,2-芳基苯甲酰乙酸衍生物发生分子内环芳构化反应,以中等至良好的收率得到一系列10-菲酚衍生物.此外,对该反应的机理进行了推测.
具有聚集诱导发光效应的诺蒎烷基β-二酮氟化硼络合物的合成及溶剂化显色效应的研究
姜倩, 王忠龙, 李明新, 杨益琴, 徐徐, 徐海军, 王石发
2020, 40(12): 4290-4297  doi: 10.6023/cjoc202005049
[摘要]  (146) [HTML全文] (146) [PDF 3231KB] (4)
摘要:
以天然可再生资源β-蒎烯衍生物诺蒎酮为原料,合成了3个含有不同芳环体系的诺蒎烷基β-二酮氟化硼络合物2a~2c.在固体状态时,化合物2a~2c呈现不同的荧光颜色.化合物2b2c具有显著的溶剂化显色效应,在不同极性溶剂中荧光颜色发生显著变化.此外,化合物2b2c具有显著的聚集诱导发光(AIE)效应.将化合物2b2c制作成电致发光器件,器件发出绿色光,而器件发出黄色光.结果说明化合物2b2c作为有机固体发光材料具有良好的应用前景.
研究简报
含苯并三氮唑单元的新型吡唑肟衍生物的合成与生物活性
朱玥, 郑丹丹, 缪何一, 钱程, 戴红, 梁凯, 周贝贝, 石玉军, 荀校, 王阳
2020, 40(12): 4315-4321  doi: 10.6023/cjoc202008031
[摘要]  (154) [HTML全文] (154) [PDF 485KB] (2)
摘要:
为了探寻新型含氮杂环活性物质,以杀螨剂唑螨酯为先导化合物,在吡唑肟的分子结构中引入苯并三氮唑单元结构,设计合成了17个未见文献报道的含苯并三氮唑结构的新型吡唑肟类衍生物.目标化合物的结构经1H NMR,13C NMR和元素分析确证.初步的生测数据表明,部分目标化合物显示出优良杀虫作用.在20 μg/mL浓度下,3个化合物对朱砂叶螨有70%~100%的防效.6个化合物在20 μg/mL浓度下对蚜虫的杀死率在90%~100%.另外,16个化合物在500 μg/mL浓度下对粘虫也呈现出较好的杀虫活性(致死率≥ 80%).
六氯丙酮作为C2合成子绿色合成2, 2'-联苯并唑类结构及其聚合物
沈晶茹, 李利红, 王晓刚, 张甲男, 江振林
2020, 40(12): 4322-4327  doi: 10.6023/cjoc202005059
[摘要]  (161) [HTML全文] (161) [PDF 530KB] (1)
摘要:
研究了一种新颖、绿色的六氯丙酮成环反应.首先,在水作溶剂的条件下,对六氯丙酮合成联苯并噻唑的反应条件进行了优化,成功地合成了高纯的联苯并噻唑.研究发现,底物的亲核能力对成环反应起关键作用.进而通过隔氧和氯化银沉淀实验,确定了反应体系中氧气的参与以及游离氯离子的存在.最后提出了成环反应机理:第一个噻唑环通过邻氨基苯硫醇亲核进攻六氯丙酮,氯仿离去,再在氧气的氧化下首先形成;随后,另一分子的邻氨基苯硫醇再次发起亲核进攻,三个氯离子离去,形成第二个噻唑环.将该方法应用于底物2,5-二氨基对苯硫醇和均苯四胺,分别成功地制得聚苯撑二噻唑和聚苯撑二咪唑两个高分子聚合物,实验条件温和,产率高,应用价值高.
新型含二硫环戊烯酮结构新烟碱类衍生物的合成与生物活性
田忠贞, 王先浩, 李冬梅
2020, 40(12): 4332-4338  doi: 10.6023/cjoc202006056
[摘要]  (127) [HTML全文] (127) [PDF 535KB] (2)
摘要:
为了探索与发现具有优异活性的内酯类新烟碱杀虫剂,利用骨架跃迁引入二硫环戊烯酮新药效团,设计合成了一系列结构新颖的1,2-二硫环戊烯酮类新烟碱化合物.所合成化合物结构均经核磁共振(NMR)和高分辨质谱(HRMS)等方法确证.初步生物活性测试表明,目标化合物对苜蓿蚜虫和褐飞虱都具有一定的杀虫活性,其中4-氯-5-(((6-氯吡啶-3-基)甲基)(甲基)氨基)-3H-1,2-二硫醇-3-酮(3a),4-氯-5-(((6-氯吡啶-3-基)甲基)(乙基)氨基)-3H-1,2-二硫醇-3-酮(3b),4-氯-5-(((6-氯吡啶-3-基)甲基)(丙基)氨基)-3H-1,2-二硫醇-3-酮(3c)和4-氯-5-(((6-氯吡啶-3-基)甲基)(2,2-二氟乙基)氨基)-3H-1,2-二硫醇-3-酮(3g)在100 μg/mL浓度下对苜蓿蚜虫的致死率均超过90%,3g在4 μg/mL对苜蓿蚜具有40%的致死率.此外3g在100 μg/mL浓度下对稻飞虱的致死率超过70%,可做深入的结构优化与杀虫活性探究.
血液相容性聚氨酯弹性体的合成与性能研究
鞠明杰, 徐彬彬, 徐立功
2020, 40(12): 4344-4349  doi: 10.6023/cjoc202006004
[摘要]  (179) [HTML全文] (179) [PDF 2019KB] (1)
摘要:
聚氨酯材料被广泛用于植入导管及药物载体等生物医用领域,但在一些使用环境中,其血液相容性仍然不能达到要求.以聚四氢呋喃醚二元醇(PTMG)、聚碳酸酯二元醇(PC)为软段,异佛尔酮二异氰酸酯(IPDI)为硬段,1,4-丁二醇(BDO)、二甲硫基甲苯二胺(E300)为扩链剂,设计合成了具有良好血液相容性的聚氨酯弹性体.对合成的聚氨酯弹性体进行红外光谱(FT-IR)、差示扫描量热分析(DSC)、力学性能和水接触角的测试,并进行了溶血实验和细胞相容性实验.结果表明,所合成的聚氨酯弹性体具有良好的机械力学性能;溶血和细胞相容性实验显示该材料具有优良的血液相容性.特别是选用IPDI和E-300扩链剂作硬段、PC作软段的聚氨酯弹性体的综合性能最佳,在生物医疗等领域具有一定的应用前景.
含取代噁唑环的新型吡唑酰胺类化合物的合成与生物活性研究
戴红, 梁凯, 周钱, 倪亚丹, 钱程, 钱宏炜, 李玲, 石玉军, 梁志鹏, 石健, 高磊, 吴新星
2020, 40(12): 4350-4356  doi: 10.6023/cjoc202007029
[摘要]  (161) [HTML全文] (161) [PDF 511KB] (3)
摘要:
采用活性单元拼接的方法,以新型吡唑酰胺类杀螨剂吡螨胺为先导结构,在吡唑酰胺分子结构中引入取代噁唑活性单元,设计合成出15个结构新颖的含取代噁唑环的吡唑酰胺类衍生物.目标化合物的结构通过1H NMR,13C NMR和元素分析等进行了表征.初步室内杀虫活性测试结果表明,在500 μg/mL测试浓度下,多数目标化合物对粘虫(Oriental armyworm)有着较高的杀虫活性(致死率≥ 90%).其中1个目标化合物在500 μg/mL测试浓度下对蚜虫(Aphis medicaginis)的致死率达100%.此外,2个目标化合物在500 μg/mL测试浓度下对朱砂叶螨(Tetranychus cinnabarinus)的致死率都为30%.
无溶剂无催化剂条件下三组分一锅合成2, 4, 6-三芳基嘧啶衍生物的新方法
丁雨昕, 马永敏, 陈静
2020, 40(12): 4357-4363  doi: 10.6023/cjoc202005078
[摘要]  (140) [HTML全文] (140) [PDF 470KB] (6)
摘要:
以1,3-二酮、苯甲醛和醋酸铵为原料,成功地开发了一种简便、高效、无溶剂和催化剂的三组分一锅合成法,高收率地得到了2,4,6-三芳基嘧啶化合物.此方法提供了一条"绿色"合成嘧啶骨架新策略.
Notes
Four New 2-Pyrones from Fusarium tricinctum, an Endophytic Fungus of Ligusticum chuanxiong
Yumei Cao, Qixuan Kuang, Feng Ju, Yun Deng, Fang Deng, Yucheng Gu, Bo Ren, Dale Guo
2020, 40(12): 4328-4331  doi: 10.6023/cjoc202006034
[摘要]  (125) [HTML全文] (125) [PDF 551KB] (1)
摘要:
By silica gel, Sephadex LH-20 column chromatography as well as preparative high performance liquid chromatography (HPLC), four previously undescribed α-pyrones sharing same primary structure were isolated from the brown rice solid medium of Fusarium tricinctum. Their structures were elucidated by spectroscopic analyses and their absolute configurations were finally confirmed by a modified Snatzke's method.
Synthesis and Application of Water-Soluble Reaction-Based Boron-Dipyrromethene (BODIPY) Probes for Fluorescent Detection of Peroxynitrite with High Selectivity
Xiaolong Zhao, Na Li, Fayu Liu, Chao Gao, Jiubiao Feng, Leping Liu, Xiaolin Guan, Na Yan
2020, 40(12): 4339-4343  doi: 10.6023/cjoc202007022
[摘要]  (133) [HTML全文] (133) [PDF 1058KB] (1)
摘要:
Two reaction-based water-soluble boron-dipyrromethene (BODIPY) fluorescent probes, Ac-Phe-BODIPY and Ac-BODIPY, were developed for peroxynitrite (ONOO-) measurement. High sensitivity, low detection limit and excellent selectivity toward ONOO- were obtained for determining reactive oxygen species (ROS) and reactive nitrogen species (RNS). The reaction-based probe Ac-Phe-BODIPY was hydrolyzed into BODIPY-1 which was isolated by column chromatography and proved by 1H NMR and ESI-MS. The characterization results revealed the photoinduced electron transfer (PET) mechanism which was simultaneously in agreement with density functional theory (DFT) calculation.
亮点述评
动力学拆分合成新型的基于氧化吲哚的轴手性苯乙烯化合物
江梦雪, 周涛, 史炳锋
2020, 40(12): 4364-4366  doi: 10.6023/cjoc202000083
[摘要]  (167) [HTML全文] (167) [PDF 488KB] (9)
摘要:
2, 2-二芳基乙腈和(杂)芳环不对称氧化偶联构建全碳季碳手性三芳基甲烷
林进, 孙伟
2020, 40(12): 4367-4369  doi: 10.6023/cjoc202000084
[摘要]  (164) [HTML全文] (164) [PDF 408KB] (5)
摘要:
协同活化策略实现双核铑催化的不对称烯炔环异构化反应
刘向荣, 徐新芳, 胡文浩
2020, 40(12): 4370-4371  doi: 10.6023/cjoc202000085
[摘要]  (148) [HTML全文] (148) [PDF 366KB] (2)
摘要:
Ni催化不对称氢化高效合成手性2-噁唑烷酮
陈建中, 张万斌
2020, 40(12): 4372-4374  doi: 10.6023/cjoc202000086
[摘要]  (179) [HTML全文] (179) [PDF 542KB] (4)
摘要:
1, 5-氢迁移助力远程碳-氢羧基化
李文多, 夏纪宝
2020, 40(12): 4375-4376  doi: 10.6023/cjoc202000087
[摘要]  (219) [HTML全文] (219) [PDF 419KB] (4)
摘要:
新型手性Quinim配体促进的镍催化的非活化烯烃不对称1, 2-胺甲酰基-烷基双官能团化
何玉立, 朱少林
2020, 40(12): 4377-4379  doi: 10.6023/cjoc202000088
[摘要]  (164) [HTML全文] (164) [PDF 363KB] (2)
摘要:
催化不对称环丙烷化-重排策略发散式构建手性螺缩醛胺和并环缩醛
杨玉环, 徐森苗
2020, 40(12): 4380-4381  doi: 10.6023/cjoc202000089
[摘要]  (202) [HTML全文] (202) [PDF 407KB] (4)
摘要:
铱催化乙烯基叠氮和外消旋烯丙基碳酸酯的高对映选择性偶联反应
张辉, 刘文博
2020, 40(12): 4382-4383  doi: 10.6023/cjoc202000090
[摘要]  (197) [HTML全文] (197) [PDF 389KB] (1)
摘要:
“烯醛到芳醛”苯环化反应策略合成联芳基甲醛
谷枫, 姚伟军
2020, 40(12): 4384-4386  doi: 10.6023/cjoc202000091
[摘要]  (173) [HTML全文] (173) [PDF 428KB] (2)
摘要:
手性钴(Ⅲ)阴离子控制的铜催化环状芳基高碘盐的开环反应
段伟良
2020, 40(12): 4387-4389  doi: 10.6023/cjoc202000092
[摘要]  (142) [HTML全文] (142) [PDF 384KB] (5)
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前言
前言
2020, 40(11): 0-0
[摘要]  (171) [HTML全文] (171) [PDF 341KB] (171)
摘要:
综述与进展
金鸡纳生物碱及其衍生物在不对称催化中的研究进展
许双花, 陈俊, 陈加荣, 肖文精
2020, 40(11): 3493-3516  doi: 10.6023/cjoc202007004
[摘要]  (364) [HTML全文] (364) [PDF 1388KB] (364)
摘要:
金鸡纳生物碱广泛存在于自然界中,具有很好的生物活性和药用价值,且具有优势的手性骨架,易于修饰,引起了化学家们广泛的研究兴趣.随着不对称合成化学的发展,化学家们将金鸡纳生物碱及其衍生物作为优势手性催化剂或配体应用于许多不对称催化反应中.尤其是近年来,有机化学家们利用金鸡纳生物碱衍生的手性配体发展了一系列金属催化不对称反应.本综述较为详细地概述了近年来金鸡纳生物碱及其衍生物作为催化剂或配体参与的不对称催化反应,探讨了相关反应机理,并对该研究领域未来发展前景进行了展望.
基于亚胺瞬态导向策略的过渡金属催化的碳氢键活化
吴勇杰, 史炳锋
2020, 40(11): 3517-3535  doi: 10.6023/cjoc202003057
[摘要]  (261) [HTML全文] (261) [PDF 983KB] (261)
摘要:
在过去几十年,过渡金属催化的碳氢键活化取得了巨大的发展,并给有机合成领域带来了革命性的改变.与传统的通过共价连接的导向基相比,基于瞬态导向策略的碳氢键活化,因为规避了传统导向基需要额外的步骤进行安装和脱除的不足,极大地提高了合成效率,拓宽了合成应用范围.综述了近年来基于亚胺瞬态导向策略的过渡金属催化的碳氢键活化的研究进展,着重探讨了各种瞬态导向基及其应用.按照底物类型和所活化碳氢键的类型进行分类,并对该领域目前存在的局限性和未来发展进行了总结和展望.
C, N-环状偶氮次甲基亚胺参与的反应研究进展
华庭碧, 阳青青, 肖文精
2020, 40(11): 3559-3595  doi: 10.6023/cjoc202006072
[摘要]  (261) [HTML全文] (261) [PDF 1855KB] (261)
摘要:
在环状偶氮次甲基亚胺类1,3-偶极子中,C,N-环状偶氮次甲基亚胺是使用最广泛的反应试剂,用于结构多样化的四氢异喹啉衍生物的构建.简单综述了C,N-环状偶氮次甲基亚胺参与的反应研究进展,重点介绍[3+2]、[3+3]、[3+4]、[5+1]、[3+1]环加成以及其他反应,并讨论了反应的特点、反应过程及合成应用,最后展望了它的发展前景.
可见光促进烷基硼化合物转化研究进展
史敦发, 王露, 夏春谷, 刘超
2020, 40(11): 3605-3619  doi: 10.6023/cjoc202006033
[摘要]  (263) [HTML全文] (263) [PDF 960KB] (263)
摘要:
有机硼化合物来源广泛,转化丰富多样,已经成为一种重要的有机合成中间体,被广泛地应用于医药、农药以及有机光电材料的合成中.烷基硼化合物作为一类重要的有机硼化合物,其合成以及转化研究具有重要意义.可见光近来在有机反应领域受到广泛关注.在可见光诱导下,四配位烷基硼化合物能发生单电子转移产生烷基自由基,从而进一步构建不同的化学键.综述了该研究领域的相关进展.
光促进十聚钨酸盐催化的C—H键官能团化反应
袁晓亚, 杨国平, 於兵
2020, 40(11): 3620-3632  doi: 10.6023/cjoc202006068
[摘要]  (291) [HTML全文] (291) [PDF 1455KB] (291)
摘要:
近年来,十聚钨酸盐作为催化剂在光催化有机合成领域引起了广泛关注.在光照下,十聚钨酸盐可以活化反应物中的C—H键,通过“氢原子转移”作用产生自由基,进而实现C—H键官能团化反应.对近年来十聚钨酸盐在光诱导下催化C—H键官能团化,构筑C—C、C—N、C—F键等的研究进展进行了综述.
[60]富勒烯稠合杂环化合物的电化学反应研究进展
牛闯, 王官武
2020, 40(11): 3633-3645  doi: 10.6023/cjoc202006081
[摘要]  (179) [HTML全文] (179) [PDF 1316KB] (179)
摘要:
由于富勒烯衍生物在材料科学和生命科学等领域具有潜在的应用价值,化学家们在过去30年来一直致力于其合成,并且报道了众多功能化富勒烯的合成方法.在这些方法中,电化学合成因其反应条件温和、区域选择性良好和产率相对较高等优点,被认为是制备各种富勒烯衍生物的新颖且高效的策略.电化学还原会导致富勒烯衍生物中杂环结构单元在富勒烯骨架上的碳-杂原子键断裂和重排,为富勒烯衍生物的多官能化提供了新的模式,从而使[60]富勒烯稠合杂环化合物的电化学功能化近年来引起了更为广泛的关注.综述了2011年以来[60]富勒烯稠合杂环化合物的电化学反应研究进展.
光促芳香烃甲基化反应研究进展
杜建波, 陈跃刚, 左智伟
2020, 40(11): 3646-3655  doi: 10.6023/cjoc202006079
[摘要]  (188) [HTML全文] (188) [PDF 919KB] (188)
摘要:
甲基化反应是有机合成和药物化学领域进行结构修饰的一类重要反应.在药物分子结构中引入甲基有助于提高其与生物大分子的结合亲和力、生物溶解度和代谢稳定性,这种现象被称为“神奇的甲基效应”.近年来,可见光促进的氧化还原反应得到了不断发展,该类反应已经成为有机合成化学的一个重要方法.这一新颖的催化模式通过单电子传递或者能量转移等方式活化底物,得到高活性反应中间体,从而实现多类型重要转化.近来,已有多例利用可见光氧化还原催化体系实现了芳香烃的甲基化反应的报道,为向芳烃中引入甲基提供了新颖、高效的途径.系统地阐述了可见光促进的芳香烃甲基化反应的研究进展,讨论了部分反应的反应机理.
力致发光现象及其应用研究进展
常凯, 李倩倩, 李振
2020, 40(11): 3656-3671  doi: 10.6023/cjoc202006052
[摘要]  (352) [HTML全文] (352) [PDF 10289KB] (352)
摘要:
近年来,力致发光作为一种独特的发光现象,发展迅速,在应力检测、防伪加密、新型光源、生物成像等方面展现出巨大的应用前景.随着人们对分子聚集态科学的关注,特别是对有机分子固态下的排列和堆积方式、分子间相互作用等方面的深入认识,有机力致发光材料近几年发展迅速,并逐步实现多场景下的应用.从力致发光现象与机理出发,讨论了有机力致发光现象与分子聚集态的关系,简要介绍了力致发光的测试表征手段、施加应力大小与力致发光强度的关系和力致发光颜色等,着重介绍了目前力致发光的应用,并对力致发光材料进行了总结与展望.
用于可切换不对称催化的人工刺激响应催化体系
唐雨平, 何艳梅, 范青华
2020, 40(11): 3672-3685  doi: 10.6023/cjoc202006076
[摘要]  (189) [HTML全文] (189) [PDF 1006KB] (189)
摘要:
受酶变构催化的启发,人工刺激响应不对称催化体系的研究近年来愈来愈引起人们的兴趣.通过将刺激响应性官能团引入手性催化剂的设计,利用光驱动、配位驱动、pH驱动以及氧化还原驱动等方式,动态调控催化反应的活性和对映选择性,成功实现了多类可切换不对称催化反应.主要介绍了近20年来人工刺激响应性不对称催化体系的发展与研究现状.通过选择代表性的研究成果,从刺激响应模块与催化位点的有机结合和动态调控出发,阐述其作为手性开关催化剂或者立体发散性合成催化剂的设计原理、作用机制以及他们在不对称催化反应中的应用.同时对这一新兴领域的优势和局限进行总结,并对其发展前景进行展望.
仿生金属配合物催化的C(sp3)—H键不对称氧化反应研究进展
孙强盛, 孙伟
2020, 40(11): 3686-3696  doi: 10.6023/cjoc202006008
[摘要]  (197) [HTML全文] (197) [PDF 897KB] (197)
摘要:
C—H氧化反应是一类重要的有机反应,其中C—H不对称氧化反应可以将简单烃类化合物直接转化为手性醇和酮等,为复杂分子的合成提供了更加经济和高效的方法.尽管在过去的数十年,很多化学家致力于不对称C—H氧化反应研究,但由于C—H键本身的惰性和C—H键之间微弱的立体性差异,该研究领域的进展依然缓慢.结合影响C—H氧化反应的因素、生物酶催化氧化机制与仿生金属配合物催化剂的发展,从配体类型的角度阐述当前所实现的C—H键不对称氧化的一些反应实例.
可见光与钯协同催化的有机合成化学
周文俊, 蒋元旭, 陈亮, 刘开兴, 余达刚
2020, 40(11): 3697-3713  doi: 10.6023/cjoc202004045
[摘要]  (221) [HTML全文] (221) [PDF 1076KB] (221)
摘要:
钯催化的有机转化反应是金属有机化学的一个重要分支.由于其可以高效构建碳-碳键和碳-杂键,钯催化在合成化学、材料科学和医药工业等领域具有广泛应用,但其中部分反应存在条件苛刻(如需要高温、使用强碱)等不足.另一方面,可见光催化反应利用可见光作为能量来源,通过产生高活性的反应中间体,在温和条件下实现了许多常规热反应条件下不能实现的化学转化,但也存在反应类型和底物范围有限等问题.针对这两个领域各自存在的问题,人们通过结合可见光催化和钯催化,利用光敏剂与有机钯络合物之间的电子转移或能量转移,在温和条件下高效高选择性地实现了一系列新颖的有机转化,具有广谱的底物适用范围和良好的应用前景.在这些转化中,可见光催化与钯催化既各司其职,又相互协作,缺一不可.以不同反应类型为主线,总结了近年来可见光和钯协同催化的有机合成化学研究进展,并分析了该领域未来的重点研究方向.
新型大环芳烃的研究进展
李晶, 韩莹, 陈传峰
2020, 40(11): 3714-3737  doi: 10.6023/cjoc202005007
[摘要]  (251) [HTML全文] (251) [PDF 2339KB] (251)
摘要:
杯芳烃、柱芳烃及其类似物均由羟基或烷氧基取代的芳环通过亚甲基或次甲基桥连而形成的大环分子,统称为大环芳烃.大环芳烃由于具有结构特殊、易于合成与衍生化、富电子空腔等特点以及其在超分子化学等领域中的广泛应用,因而一直引起人们极大的关注与兴趣,成为了最重要和研究最多的合成大环主体分子之一.近年来,随着大环与超分子化学的快速发展,除杯芳烃、柱芳烃等经典大环芳烃之外,各种不同类型的具有新颖结构的大环芳烃分子不断地被合成报道,新型大环芳烃设计构建及其功能研究也成为了大环与超分子化学中一个新的重点与热点研究课题.综述了新型大环芳烃的研究进展,重点介绍过去十余年尤其是近几年发展的新型大环芳烃分子合成及其性能.希望该综述能够有助于大环芳烃相关的研究工作,并促进大环芳烃化学的发展.
光氧化还原催化下以肟的衍生物作为前体亚胺自由基的产生及其反应
宋常华, 沈许, 于芳, 何宇鹏, 俞寿云
2020, 40(11): 3748-3759  doi: 10.6023/cjoc202004008
[摘要]  (225) [HTML全文] (225) [PDF 1066KB] (225)
摘要:
在可见光氧化还原催化的条件下,从肟的衍生物(O-酰基肟、O-芳基肟和α-亚胺氧杂酸等)出发,高效清洁地产生了亚胺自由基.这方法促进了亚胺自由基反应活性的系统研究.亚胺自由基主要有以下4种反应模式:(1)对芳烃的加成反应,(2)分子内的氢迁移,(3)对烯烃的加成反应,(4)Norrish-I型断裂(α-位的碳-碳键断裂)反应.综述了近几年来在光氧化还原催化的条件下,以肟的衍生物作为前体,亚胺自由基的产生及其参与的典型反应.
乙烯基氮杂环丙烷在有机合成中的研究进展
吴雅莉, 周雪松, 肖文精, 陈加荣
2020, 40(11): 3760-3776  doi: 10.6023/cjoc202003061
[摘要]  (176) [HTML全文] (176) [PDF 1089KB] (176)
摘要:
乙烯基氮杂环丙烷是有机合成化学中一类重要的合成砌块,由于同时含有烯烃和具有较强张力的氮杂环丙烷官能团,乙烯基氮杂环丙烷有着丰富的反应活性,能够发生多种化学反应.这些反应被广泛用于各种含氮分子,尤其是含氮杂环的合成,如氮杂环丁烷、吡咯烷、哌啶和氮杂环庚烷等杂环化合物.另外,各种取代的乙烯基氮杂环丙烷的简单、高效合成方法的发展,进一步推动了这类试剂在有机合成、医药、农药和化工等领域的应用.近年来,这类试剂仍然一直吸引着众多研究者的兴趣,在有机合成化学领域取得了快速发展.对近五年来乙烯基氮杂环丙烷参与的亲核性开环反应和环化反应进行了综述,并对该领域的发展方向进行了展望.
超快速和二维液相色谱手性分离
许瑶, 康经武
2020, 40(11): 3794-3801  doi: 10.6023/cjoc202005046
[摘要]  (163) [HTML全文] (163) [PDF 2670KB] (163)
摘要:
虽然以多糖类手性固定相为标志的手性分离技术已经趋于成熟,但是复杂样品的手性分离仍然面临许多挑战.为此,近年来二维液相色谱手性分离得到了快速发展.二维液相色谱需要第二维色谱分离要足够快,因此又需要发展超快速液相色谱分离技术.超快速液相色谱和二维液相色谱的发展不仅仅提高了手性分离效率,同时也迎合了高通量有机合成技术发展的需求.总结了近年来超快速液相色谱和二维液相色谱在手性分析方面的研究进展,重点讨论了超快速液相色谱手性填料技术的发展和在解决复杂手性样品分析时的策略和应用,最后对超快速和二维液相在高通量有机合成中的应用前景做了展望.
多电荷环糊精的超分子组装
张依, 刘育
2020, 40(11): 3802-3811  doi: 10.6023/cjoc202004040
[摘要]  (169) [HTML全文] (169) [PDF 3422KB] (169)
摘要:
多电荷环糊精作为一类具有优异的水溶性、低生物毒性和高电荷密度的大环主体,可与有机、无机和生物分子通过疏水的空腔和静电相互作用等多种协同作用力构筑具有稳定拓扑形貌、功能多样性和刺激响应性的智能超分子组装体而被广泛研究.综述了近年来以正/负电荷及两亲性多电荷环糊精作为主体构筑的具有pH、光、酶、氧化还原、磁和多重刺激响应的智能超分子组装体以及其在药物传递、控制释放和传感检测等领域应用的最新研究进展,并对多电荷环糊精智能超分子组装体所面临的挑战和未来的发展进行了探讨.
机器学习在有机化学中的应用
刘伊迪, 杨骐, 李遥, 张龙, 罗三中
2020, 40(11): 3812-3827  doi: 10.6023/cjoc202006051
[摘要]  (313) [HTML全文] (313) [PDF 2823KB] (313)
摘要:
近年来,由于计算能力、大数据和算法的不断进步,人工智能(Artificial intelligence,AI)重新兴起,已成为诸多研究领域变革性发展背后的重要推动力.机器学习(Machine learning,ML)是人工智能一个重要的研究领域.随着化学信息学的发展,机器学习在化学领域展现出巨大的发展潜力,也为有机化学的发展带来了新的机遇.为帮助有机化学家了解这一新兴领域,对如何将机器学习策略应用于有机化学研究做简单介绍,同时,概括总结了机器学习在化合物性质预测、分子从头设计、化学反应预测、逆合成分析和智能合成机器方面的应用实例,分析讨论了当前机器学习在有机化学领域面临的挑战和难题.
Reviews
Transition-Metal-Catalyzed Cycloadditions for the Synthesis of Eight-Membered Carbocycles: an Update from 2010 to 2020
Lu-Ning Wang, Zhi-Xiang Yu
2020, 40(11): 3536-3558  doi: 10.6023/cjoc202010025
[摘要]  (202) [HTML全文] (202) [PDF 896KB] (202)
摘要:
Eight-membered carbocycles are widely found in natural products with significant biological activities and other molecules ranging from perfumes to potential materials. Therefore, accessing these eight-membered carbocycle embedded molecules is important for drug discovery, biological investigation, fragrance industry, material development and many other fields. However, the synthesis of eight-membered carbocycles is still posing challenges to synthetic chemists. Hence, tremendous efforts have been endeavored by many leading chemists to discover and develop new reactions in order to synthesize eight-membered carbocycles. Among these reactions, transition-metal-catalyzed cycloadditions of [m+n], [m+n+o], [m+ n+o+p] have evolved as powerful tools to achieve this aim. This topic has been reviewed in 2010. Summarized here are many new developments in this field and applications of the previously developed reactions in natural product synthesis since then.
Application of Pinacolborane in Catalytic Enantioselective Hydroboration of Ketones and Imines
Wenbo Liu, Zhan Lu
2020, 40(11): 3596-3604  doi: 10.6023/cjoc202008039
[摘要]  (175) [HTML全文] (175) [PDF 703KB] (175)
摘要:
Enantioselective hydroboration of ketones and imines provides a powerful method to access valuable chiral alcohols and amines which are widely used in organic synthesis, materials science, pharmaceutical, agrochemistry and fine chemical industry. After invented in 1991, pinacolborane (HBpin) as a stable, commercially available and measurably simple reductive reagent has been widely applied in hydroboration of carbonyl derivatives, imines and nitriles and relevant mechanistic investigation. In the past 5 years, HBpin has also been employed for asymmetric catalytic hydroboration (CHB) to access chiral alcohols and amines. The enantioselective CHB reactions of ketones and imines using HBpin are outlined according to the classification of different catalysts, such as earth abundant transition metals, main group elements, and rare-earth metals.
Advances in Asymmetric Organotransition Metal-Catalyzed Electrochemistry
Xiangyang Wang, Xuetao Xu, Zhenhua Wang, Ping Fang, Tiansheng Mei
2020, 40(11): 3738-3747  doi: 10.6023/cjoc202003022
[摘要]  (182) [HTML全文] (182) [PDF 909KB] (182)
摘要:
The recent developments in asymmetric organotransition metal-catalyzed electrochemistry (AOMCE) are summarized. AOMCE processes can be divided into oxidative and reductive variants. In terms of oxidations, asymmetric functionalization of olefins, oxidative kinetic resolution of secondary alcohols or aldehydes, and asymmetric C—H functionalization reactions have been developed. Reductive processes discussed include asymmetric electrochemical carboxylation with carbon dioxide, asymmetric electrochemical decarboxylation, and asymmetric reductive coupling reactions. The combination of chiral ligands, transition-metal catalysts, and electrochemistry provides a novel angle by which to address the longstanding fundamental challenge of stereoinduction in traditional electrochemical organic synthesis.
Porous Organic Polymers as Heterogeneous Catalysts for Visible Light-Induced Organic Transformations
Zi-Yue Xu, Yi Luo, Hui Wang, Dan-Wei Zhang, Zhan-Ting Li
2020, 40(11): 3777-3793  doi: 10.6023/cjoc202003070
[摘要]  (203) [HTML全文] (203) [PDF 963KB] (203)
摘要:
The recent applications of porous organic polymers (POPs) as heterogeneous catalysts for visible light-induced organic transformations are summarized. POPs are constructed from conjugated organic monomers, having the features of convenient synthesis and characterization, high stability for quick recovery and reuse, structural diversity as well as high modifiability. POPs possess rigid conjugated frameworks, relatively large surface areas, tunable porosity and typically insoluble in water or organic solvents, and thus ideal platforms for the development of heterogeneous catalysts. Through incorporating conjugated sensitizer units into the backbones or attaching the sensitizers to the backbone linkers, POPs can be developed as efficient heterogeneous photocatalysts for visible light-induced organic transformations. Due to their high stability and insolubility, POP catalysts can be easily recovered through filtration or centrifugation and recycled. POP-based photocatalysis combines visible light utility and catalyst recycling and thus represents a green and sustainable technique.
Articles
Insights into the Substrate Tolerance of Enzymes Involved in the Nosiheptide Biosynthesis Pathway Based on Indolic Acid Moiety
Yafei Fan, E Zhang, Heng Guo, Ning Mu, Dandan Chen, Wengui Wang, Shoufeng Wang, Wen Liu
2020, 40(11): 3828-3836  doi: 10.6023/cjoc202006059
[摘要]  (178) [HTML全文] (178) [PDF 886KB] (178)
摘要:
As a typical representative of thiopeptide antibiotics, nosiheptide (NOS) possesses very good antibacterial activity. However, due to poor water solubility and low bioavailability, its clinical application is hampered. Due to its complex structure, it is difficult to obtain analogues with improved physical and chemical properties via total chemical synthesis. Based on the previous studies on the biosynthesis of nosiheptide, the side-ring 3-methyl-2-indoleic acid (MIA) analogues were used as chemical small molecule probes to explore the substrate tolerance of enzymes involved in NOS biosynthesis pathway in NOS-producing bacteria via the co-fermentation of probe molecules with mutant strain and the combination of high resolution mass spectrometry data of fermentation products. The results showed that enzymes involved in NOS biosynthesis pathway had a considerable tolerance to MIA analogues substituted by F, Cl and CH3, however, MIA analogues substituted by large steric hindrance group, such as NO2, CF3 and Ph, were not tolerated. The position, the size and the property of the substituted groups of MIA also affected the steps of identification, transport and upload of the related enzymes involved in NOS biosynthesis. The present study not only explored the substrate tolerance of enzymes involved in NOS biosynthesis pathway, but also was expected to obtain NOS analogues via biosynthetic pathway engineering. What's more, it provides valuable information for using directed evolution technology to improve the substrate tolerance of enzymes in the rate-limiting steps of NOS biosynthesis and to expand the use of NOS-producing bacteria to obtain more analogues.
Supramolecular Self-Assembly of Dioxyphenylene Bridged Ureidopyrimidinone Derivatives
Lijie Qi, Yihan Ding, Tangxin Xiao, Haoran Wu, Kai Diao, Cheng Bao, Yong Shen, Zhengyi Li, Xiaoqiang Sun, Leyong Wang
2020, 40(11): 3847-3852  doi: 10.6023/cjoc202006070
[摘要]  (200) [HTML全文] (200) [PDF 1618KB] (200)
摘要:
Supramolecular polymers are regarded as a new kind of dynamic materials. The study of supramolecular polymers not only helps to understand the law of self-assembly, but also provides theoretical support for the development of smart materials. Herein, three dioxyphenylene bridged ditopic ureidopyrimidinone (UPy) derivatives M1~M3 are studied. These molecules could undergo supramolecular polymerization via quadruple hydrogen bonding. The only difference in their structure is the length of the oligo(ethylene oxide) chain as spacers. The supramolecular polymerization based on ring-chain equilibrium of these molecules were studied by a series of experiments including concentration-dependent 1H NMR, NOESY, and viscosity measurement, which showed that the spacer length has a big impact on the ring-opening supramolecular polymerization process. And the main reason for this is the different strengths of π-π interaction between the dioxyphenylene unit and the dimerized UPy motif in the cyclic monomer form. M1 with the shortest spacer lacks this kind of π-π interaction while M3 with the longest spacer possesses a weak π-π interaction, both leading to small value of CPCs. By contrast, M2 with a moderate length of spacer has a strong π-π interaction, resulting in a high CPC value (189 mmol·L-1). Finally, the host-guest complexation between M1~M3 with the π-electron deficient bipyridinium-based cyclophane "blue-box" were further investigated, which shows that only M3 could perform host-guest complexation. From this interesting model, new insight into the relationship between molecular structure and supramolecular polymerization is discovered, which is important for creating tailor-made supramolecular polymeric materials.
Tris(trimethylsilyl)silane/O2-Promoted and Photo-accelerated Conversion of Alkyl Iodides to Alcohols
Jianyu Li, Jinlong Zeng, Jianfeng Chen, Baoguo Zhao
2020, 40(11): 3853-3857  doi: 10.6023/cjoc202006055
[摘要]  (153) [HTML全文] (153) [PDF 489KB] (153)
摘要:
A mild method for the conversion of alkyl iodides to alcohols was developed. The transformation was promoted by tris(trimethylsilyl)silane/O2 and accelerated by photoredox catalysis under visible light irradiation conditions. Various alkyl iodides, including primary, secondary and tertiary iodides, can be smoothly converted to the corresponding alcohols in 38%~99% yields.
K2S2O8-Initiated Cascade Cyclization of 2-Alkynylnitriles with Sodium Sulfinates: Access to Fused Cyclopenta[gh]phenanthridines
Zhichao Chen, Hong Zhang, Shufeng Zhou, Xiuling Cui
2020, 40(11): 3866-3872  doi: 10.6023/cjoc202007005
[摘要]  (184) [HTML全文] (184) [PDF 480KB] (184)
摘要:
A convenient K2S2O8-initiated radical cascade cyclization for the construction of 4-sulfonated cyclopenta[gh]-phenanthridines from 2-alkynylnitriles and sodium sulfinates has been explored under metal-free conditions. This protocol features mild conditions, good functional group tolerance and broad substrate scope. A variety of potentially bioactive 4-sulfonated cyclopenta[gh]phenanthridines were facilely synthesized via direct annulation.
Electrochemical Allylic Hydrodefluorination Reaction Using Gaseous Ammonia as Hydrogen Source
Jie Sheng, Na Wu, Xu Liu, Feng Liu, Shuai Liu, Weijie Ding, Chang Liu, Xu Cheng
2020, 40(11): 3873-3880  doi: 10.6023/cjoc202006071
[摘要]  (189) [HTML全文] (189) [PDF 723KB] (189)
摘要:
gem-Difluoroalkenes have wide applications in the drug designs and act as the synthon of molecules containing fluoride. The current researches on the electrochemical syntheses of gem-difluoroalkenes are limited to the silylation of enolated trifluoromethyl ketones. Herein, by using graphite felt as electrodes, the electrochemical allylic hydrodefluorination of α-trifluoromethyl cinnamates is realized using gaseous ammonia as hydrogen source, giving gem-difluorostyrenes in moderate to good yields. The usage of ammonia and graphite felt cathode is important to inhibit the cathodic hydrogen evolution, keeping the electron transfer from cathode to substrate with high selectivity. The cyclic voltammetry (CV) and square wave voltammetry (SWV) analyses support a stepwise electron transfer process to achieve the C—H bond formation and C—F bond cleavage.
Palladium-Catalyzed Reductive Coupling of Aromatic Bromides and Trimethylsilyldiazomethane: Its Application to Methylation of Aromatic Compounds
Shuai Wang, Cheng Yang, Shuo Sun, Hanli Sun, Jianbo Wang
2020, 40(11): 3881-3888  doi: 10.6023/cjoc202006075
[摘要]  (178) [HTML全文] (178) [PDF 559KB] (178)
摘要:
The introduction of methyl group into aromatic compounds is a valuable transformation. A large number of known methods use organohalides as the starting materials. However, those methods require pre-synthesized methyl metal reagents or toxic methyl electrophiles. Herein, a palladium-catalyzed reductive coupling reaction between aryl bromides and trimethylsilyl-diazomethane is developed, and the following desilicification process can afford the methylated products. This transformation has broad functional group tolerance and allows methylation of (hetero)aryl halides in moderate to good yields. Thus, it has the potential to be an attractive approach for methylation of organic. In addition, this reductive coupling can also serve as an efficient way for the introduction of silylmethyl group.
Brønsted Acid-Catalyzed Substitution Reactions of 2-Indolyl-methanols with Tryptophols: Chemoselective Synthesis of 2, 2'-Bisindolylmethanes
Yujia Mao, Yinan Lu, Tianzhen Li, Qiong Wu, Wei Tan, Feng Shi
2020, 40(11): 3895-3907  doi: 10.6023/cjoc202005096
[摘要]  (170) [HTML全文] (170) [PDF 812KB] (170)
摘要:
A Brønsted acid-catalyzed substitution reaction of 2-indolylmethanols with tryptophols has been established, which afforded a series of 2, 2'-bisindolylmethanes in high yields (up to 98% yield) with chemoselectivity. This protocol not only provides an efficient method for constructing biologically important 2, 2'-bisindolylmethane frameworks, but also has realized a substitution reaction of 2-indolylmethanols, which will enrich the chemical property of 2-indolylmethanols. Moreover, this approach has utilized the C(2)-nucleophilicity of tryptophols, which provided a good example for controlling the chemoselectivity in tryptophol-involved reactions.
Synthesis of Sterically Hindered α-Aminonitriles through 1, 6-Aza-conjugate Addition of Anilines to δ-Cyano Substituted para-Quinone Methides
Lin Wang, Nan Wang, Yue Qi, Shutao Sun, Xigong Liu, Wei Li, Lei Liu
2020, 40(11): 3934-3943  doi: 10.6023/cjoc202004027
[摘要]  (165) [HTML全文] (165) [PDF 558KB] (165)
摘要:
Current 1, 6-conjugate addition typically focused on pre-synthesized para-quinone methides bearing a δ-mono substituent for tertiary stereocenter formation. Here, an efficient 1, 6-aza-conjugate addition of primary anilines to pre-prepared δ-CN-δ-aryl disubstituted para-quinone methides for facile access to sterically hindered amines with a fully substituted α-car-bon center has been described. The mild and expeditious method exhibited broad scopes of both aniline and para-quinone methide components. The generality of the method in modular preparation of medicinally valuable, sterically hindered amines was further demonstrated by using cyclic secondary amines like morpholine and imidazole as nucleophilic components.
Asymmetric Photoinduced Giese Radical Addition Enabled by a Single Chiral-at-Metal Rhodium Complex
Liang Chen, Liangjian Hu, Yu Du, Weiping Su, Qiang Kang
2020, 40(11): 3944-3952  doi: 10.6023/cjoc202004041
[摘要]  (184) [HTML全文] (184) [PDF 608KB] (184)
摘要:
A visible-light driven asymmetric Giese radical addition catalyzed by a bifunctional chiral-at-metal rhodium complex has been developed. para-Aminobenzyl radicals generated from para-aminophenylacetic acids could undergo a 1, 4-addition in a highly enantioselective approach to α, β-unsaturated 2-acyl imidazoles, and a variety of corresponding adducts were obtained in moderate to high yields with excellent enantioselectivities. This reaction features high enantioselectivity, mild reaction conditions and an operationally simple procedure. A plausible reaction mechanism is proposed based on our research and literature precedents on dual functional chiral-at-metal catalysis.
研究论文
铁卟啉类化合物催化乙烯基硫醚和重氮化合物间的环丙烷化和C—S键断裂的竞争反应
闫晓静, 李畅, 靳智雄, 徐孝菲, 陈维伟, 潘远江
2020, 40(11): 3837-3846  doi: 10.6023/cjoc202006043
[摘要]  (202) [HTML全文] (202) [PDF 646KB] (202)
摘要:
建立了一种能够选择性地发生环丙烷化反应和C—S键断裂反应的催化体系.对于乙烯基苯基硫醚和重氮乙腈(通过原位策略制备)间的反应,在氯化血红素的催化作用下,可得到环丙烷化反应产物;在铁酞菁的催化作用下,则得到C—S键断裂反应产物.该反应体系无需惰性气体保护、无需高温、室温下搅拌1 h即可以中等到优秀的产率获得对应的目标产物.
箭毒蛙生物碱Batrachotoxin的不对称全合成新策略初探——官能化的CD环的不对称合成
王小刚, 黄培强
2020, 40(11): 3858-3865  doi: 10.6023/cjoc202007021
[摘要]  (182) [HTML全文] (182) [PDF 621KB] (182)
摘要:
在已报道的800多种箭毒蛙素生物碱中,batrachotoxin因其极强的心脏和神经毒活性和复杂的分子结构引起了多学科的广泛关注.设计了一条与已报道的三条batrachotoxinin A的全合成路线不同的A环与CDE环通过Diels-Alder反应构建B环和整个分子中五环骨架的新策略.由于A环片段为已知化合物,CDE骨架的构筑成为本策略的关键.通过对这一策略即官能化的CD环的构筑的初步探索,首先合成了2-烯丙基-1,3-环戊二酮,然后与1-己烯-3-酮发生Michael加成反应得三羰基化合物.接着着重探索了基于该底物的Hajos-Wiechert型反应,以75%的产率和81%的ee值合成了烯丙基取代的CD环.后者经七步进行官能化,转化为CDE骨架的前体.
磺酰肼和二硫缩烯酮区域选择性环化反应合成3-烷硫基取代吡唑
李毅, 万结平
2020, 40(11): 3889-3894  doi: 10.6023/cjoc202005026
[摘要]  (157) [HTML全文] (157) [PDF 544KB] (157)
摘要:
以磺酰肼和二硫缩烯酮为起始物,在廉价易得的硫酸氢钠作为催化剂条件下,建立了二者之间区域选择性环化合成3-烷硫基取代的吡唑类化合物的方法.在1,4-二氧六环作为介质和80℃加热条件下进行,高效合成了一系列N-磺酰基结构的3-烷硫基吡唑化合物.
三氯化硼为介导的2-(1-炔基)-2-烯烃-1-酮的硼酸酯化环化
吴毅, 肖元晶, 张俊良
2020, 40(11): 3908-3915  doi: 10.6023/cjoc202005025
[摘要]  (203) [HTML全文] (203) [PDF 627KB] (203)
摘要:
发展了一种无金属作用,以三氯化硼为介导的对2-(1-炔基)-2-烯烃-1-酮的硼酸酯化环化,有效合成具有多官能的萘硼酸酯化合物.产物中存在的硼酸酯官能团能够进行多样化的衍生化.该方法具有操作简单、中等至良好的收率、易于克级规模制备且能实现多种合成转化的优点.同时,该工作开发了2-(1-炔基)-2-烯烃-1-酮的新合成应用.
薁封端的引达省并二噻吩类衍生物的设计合成及性质研究
彭培珍, 李晶, 侯斌, 辛涵申, 程探宇, 高希珂
2020, 40(11): 3916-3924  doi: 10.6023/cjoc202005014
[摘要]  (178) [HTML全文] (178) [PDF 1551KB] (178)
摘要:
根据薁五元环的富电子性和七元环的缺电子性,设计合成了两个基于引达省并二噻吩(IDT)和薁的同分异构体化合物12,对其紫外-可见吸收光谱、电化学及质子响应等物理化学性质进行了研究.化合物12在物理化学性质和有机场效应晶体管(OFET)器件性能方面表现出明显差异,均具有可逆的质子响应特性,质子化之前的末端吸收峰在400到600 nm之间,随着TFA的加入,吸收峰红移至550到850 nm之间,充分质子化时(TFA体积比约为1%)分别红移了约200和177 nm.化合物12质子化之前在二氯甲烷溶液中的颜色均为红色,充分质子化后变为蓝色,加入三乙胺恢复至原来的颜色.采用旋涂的方法制备了化合物12的OFET薄膜器件,其空穴迁移率表现出数量级的差异,分别为4.14×10-3和1.05×10-5 cm2·V-1·s-1.研究结果表明,薁通过缺电子的七元环和富电子的五元环与IDT不同的键连方式,对相应材料的OFET器件性能和物理化学性质有较大影响,为研究基于薁的有机功能分子提供了新思路.
钯(Ⅱ)催化共轭二烯的需氧氧化1, 2-双乙酰氧基化反应
居辰阳, 吴正兴, 李云艺, 张万斌
2020, 40(11): 3925-3933  doi: 10.6023/cjoc202004025
[摘要]  (178) [HTML全文] (178) [PDF 598KB] (178)
摘要:
邻二醇类化合物在农药、手性医药以及精细化学品等方面具有重要的用途.发展了一种钯(Ⅱ)催化共轭二烯的1,2-双乙酰氧基化的方法,利用简单易得的醋酸作为氧源,氧气作为氧化剂,高区域选择性地实现了共轭二烯的1,2-双乙酰氧基化反应.本方法对芳基、酯基和羰基等取代的共轭二烯具有良好的底物适应性,催化产物经过简单醇解或水解转化为邻二醇化合物,是一种高效合成邻二醇类化合物的新策略.
烷氧基取代的嘧啶水杨酸衍生物的设计、合成及生物活性研究
曲仁渝, 蔡卓梅, 杨景芳, 刘玉超, 陈琼, 牛聪伟, 席真, 杨光富
2020, 40(11): 3953-3962  doi: 10.6023/cjoc202003050
[摘要]  (184) [HTML全文] (184) [PDF 1060KB] (184)
摘要:
为寻找新型乙酰羟酸合成酶(EC 2.2.1.6,AHAS)抑制剂以克服由靶标突变(P197L突变)所引起的杂草抗性问题,利用“构象柔性度分析”策略设计、合成了一系列烷氧基取代的嘧啶水杨酸衍生物.其中,9个化合物对P197L突变型AHAS的抗性倍数(RF值)均小于等于1,在酶水平上具有良好的反抗性.特别是2-((4,6-二甲氧基嘧啶-2-基)氧基)-6-(2-氟乙氧基)苯甲酸(5l),被进一步确定为该系列最有效的反抗性AHAS抑制剂(RF=0.31),不仅与氯磺隆(RF=2060)和双草醚(RF=4.57)相比抗性程度大幅降低,并且对野生型AtAHAS和P197L突变体的抑制活性均达到了亚微摩尔水平,优于双草醚.此外,在150 g ai/ha的施用剂量下,2-((4,6-二甲氧基嘧啶-2-基)氧基)-6-(2-(甲氧基)乙氧基)苯甲酸(5a)、2-((4,6-二甲氧基嘧啶-2-基)氧基)-6-(3-(甲氧基)丙氧基)苯甲酸(5f)、2-((4,6-二甲氧基嘧啶-2-基)氧基)-6-(2-氟乙氧基)苯甲酸(5l)和2-((4,6-二甲氧基嘧啶-2-基)氧基)-6-(2,2-二氟乙氧基)苯甲酸(5m)对敏感型和抗性(P197L-AHAS)播娘蒿同时表现出优异的除草活性.值得注意的是,即使在最低剂量37.5 g ai/ha下,化合物5l对这两种杂草的除草防效仍超过85%,表现出良好的活体反抗性,具有深入研究的价值.
研究简报
(-)-吲哚里西啶167B和(+)-毒芹碱的不对称合成
杨小会, 顾雪松, 宾怀玉, 谢建华, 周其林
2020, 40(11): 3963-3968  doi: 10.6023/cjoc202007052
[摘要]  (155) [HTML全文] (155) [PDF 554KB] (155)
摘要:
报道了基于消旋δ-羟基酯的动力学拆分不对称催化氢化不对称合成(-)-吲哚里西啶167B和(+)-毒芹碱.用消旋5-羟基辛酸乙酯经手性螺环铱催化剂Ir-(R)-SpiroPAP不对称氢化得到的光学活性δ-羟基酯(S)-4和1,5-二醇(R)-5为手性原料,建立了分别以分子内还原胺化和胺基取代环化反应为关键步骤构建手性氮杂[4.3.0]壬烷骨架和手性哌啶环的合成方法,完成了(-)-吲哚里西啶167B和(+)-毒芹碱的高效不对称合成.这为吲哚里西啶和哌啶类生物碱的不对称合成提供了新的有效方法.
亮点述评
银催化烷烃碳氢键的区域选择性苄基化反应
王飞, 刘国生
2020, 40(11): 3969-3970  doi: 10.6023/cjoc202000073
[摘要]  (175) [HTML全文] (175) [PDF 426KB] (175)
摘要:
镍介导的苯酚衍生物碳氧键活化合成三氟甲基芳烃
王震宇, 戴辉雄
2020, 40(11): 3971-3972  doi: 10.6023/cjoc202000074
[摘要]  (172) [HTML全文] (172) [PDF 406KB] (172)
摘要:
锰催化未活化烯烃的氢芳化反应
何恒驰, 谢劲
2020, 40(11): 3973-3975  doi: 10.6023/cjoc202000075
[摘要]  (181) [HTML全文] (181) [PDF 431KB] (181)
摘要:
2-吡喃酮参与的不对称反电子需求Diels-Alder反应
丁祥峰, 邓卫平
2020, 40(11): 3976-3977  doi: 10.6023/cjoc202000076
[摘要]  (201) [HTML全文] (201) [PDF 371KB] (201)
摘要:
阳极产生苯炔中间体与环状β-酮羰基化合物的催化不对称电化学α-芳基化反应
张庆林, 郭昌
2020, 40(11): 3978-3979  doi: 10.6023/cjoc202000077
[摘要]  (185) [HTML全文] (185) [PDF 411KB] (185)
摘要:
铜催化β-三氟甲基-1, 3-烯炔选择性双硼化反应
朱圣卿, 储玲玲
2020, 40(11): 3980-3981  doi: 10.6023/cjoc202000078
[摘要]  (198) [HTML全文] (198) [PDF 399KB] (198)
摘要:
基于烷基羧酸的电化学重排环化反应:吡啶并三唑酮衍生物的合成
马红星, 梅天胜
2020, 40(11): 3982-3983  doi: 10.6023/cjoc202000079
[摘要]  (184) [HTML全文] (184) [PDF 496KB] (184)
摘要:
螺旋甾烷醇Bufospirostenin A的不对称全合成
童震中, 丁寒锋
2020, 40(11): 3984-3985  doi: 10.6023/cjoc202000080
[摘要]  (189) [HTML全文] (189) [PDF 452KB] (189)
摘要:
钯/手性降冰片烯协同催化高效构建轴手性化合物
张子玉, 王晓晨
2020, 40(11): 3986-3987  doi: 10.6023/cjoc202000081
[摘要]  (207) [HTML全文] (207) [PDF 416KB] (207)
摘要:
钯催化卡宾桥联碳氢键活化构筑二苯并ε-内酰胺
阎旭飞, 夏莹
2020, 40(11): 3988-3989  doi: 10.6023/cjoc202000082
[摘要]  (196) [HTML全文] (196) [PDF 519KB] (196)
摘要: