过渡金属催化的6-苯基-5,6-二氢-2H-吡喃-2-酮的合成——推荐一个大学有机化学综合实验
- Corresponding author: Shouyun Yu, yushouyun@nju.edu.cn
Citation:
Zhitong Liu, Ziyi Zhao, Bo Peng, Yueming Qu, Songlin Tian, Shouyun Yu. 过渡金属催化的6-苯基-5,6-二氢-2H-吡喃-2-酮的合成——推荐一个大学有机化学综合实验[J]. University Chemistry,
;2022, 37(2): 210500.
doi:
10.3866/PKU.DXHX202105004
(a) Dai, J.; Lu, D.; Ye, T.; Yu, S.; Cheng, X. J. Chem. Educ. 2019, 96, 2672. (b) Hoogenboom, R.; Meier, M. A. R.; Schubert, U. S. J. Chem. Educ. 2005, 82 (11), 1693. (c) Aktoudianakis, E.; Chan, E.; Edward, A. R.; Jarosz, I.; Lee, V.; Mui, L.; Thatipamala, S. S.; Dicks, A. P. J. Chem. Educ. 2008, 85 (4), 555. (d) Coleman, W. F. J. Chem. Educ. 2008, 85 (4), 592. (e) Costa, N. E.; Pelotte, A. L.; Simard, J. M.; Syvinski, C. A.; Deveau, A. M. J. Chem. Educ. 2012, 89 (8), 1064. (f) Hamilton, A. E.; Buxton, A. M.; Peeples, C. J.; Chalker, J. M. J. Chem. Educ. 2013, 90 (11), 1509. (g) Hill, N. J.; Bowman, M. D.; Esselman, B. J.; Byron, S. D.; Kreitinger, J.; Leadbeater, N. E. J. Chem. Educ. 2014, 91 (7), 1054. (h) Hie, L.; Chang, J. J.; Garg, N. K. J. Chem. Educ. 2015, 92 (3), 571. (i) Oliveira, D. G. M.; Rosa, C. H.; Vargas, B. P.; Rosa, D. S.; Silveira, M. V.; de Moura, N. F.; Rosa, G. R. J. Chem. Educ. 2015, 92 (7), 1217. (j) Soares, P.; Fernandes, C.; Chavarria, D.; Borges, F. J. Chem. Educ. 2015, 92 (3), 575. (k) Thananatthanachon, T.; Lecklider, M. R. J. Chem. Educ. 2017, 94 (6), 786. (l) Dai, J.; Lu, D.; Ye, T.; Yu, S.; Cheng, X. J. Chem. Educ. 2019, 96, 2672.
Rheinholdt, H. J. Chem. Educ. 1950, 27, 476.
Grubbs, R. H. Angew. Chem. Int. Ed. 2006, 45, 3760.
Nicolaou, K. C.; Bulger, P. G.; Sarlah, D. Angew. Chem. Int. Ed. 2005, 44, 4490.
Rocklage, S. M.; Fellmann, J. D.; Rupprecht, G. A.; Messerle, L. W.; Schrock, R. R. J. Am. Chem. Soc. 1981, 103, 1440.
Murdzek, J. S.; Schrock, R. R. Organometallics 1987, 6, 1373.
Nguyen, S. T.; Johnson, L. K.; Grubbs, R. H.; Ziller, J. W. J. Am. Chem. Soc. 1992, 114, 3974.
Schwab, P.; Grubbs, R. H.; Ziller, J. W. J. Am. Chem. Soc. 1996, 118, 100.
Scholl, M.; Trnka, T. M.; Morgan, J. P.; Grubbs, R. H. Tetrahedron Lett. 1999, 40, 2247.
Fleury, L. M.; Kosal, A. D.; Masters, J. T.; Ashfeld, B. L. J. Org. Chem. 2013, 78, 253.
Kadlckov, A.; Hrdina, R.; Valterov, I.; Kotora, M. Adv. Synth. Catal. 2009, 351, 1279.
Kanbur, T.; Kara, M.; Kutluer, M.; Sen, A.; Delman, M.; Alkan, A.; Otas, H. O.; Akçok, I.; Çagir, A. Bioorg. Med. Chem. 2017, 25, 4444.
Shangjie, X.; Held, I.; Kempf, B.; Mayr, H.; Steglich, W.; Zipse, H. Chem. Eur. J. 2005, 11, 4751.
Hérisson, P. J. L.; Chauvin, Y. Die Makromol. Chem. 1970, 141, 161.
Feiya Cao , Qixin Wang , Pu Li , Zhirong Xing , Ziyu Song , Heng Zhang , Zhibin Zhou , Wenfang Feng . Magnesium-Ion Conducting Electrolyte Based on Grignard Reaction: Synthesis and Properties. University Chemistry, 2024, 39(3): 359-368. doi: 10.3866/PKU.DXHX202308094
Aili Feng , Xin Lu , Peng Liu , Dongju Zhang . Computational Chemistry Study of Acid-Catalyzed Esterification Reactions between Carboxylic Acids and Alcohols. University Chemistry, 2025, 40(3): 92-99. doi: 10.12461/PKU.DXHX202405072
Guodong Xu , Chengcai Sheng , Xiaomeng Zhao , Tuojiang Zhang , Zongtang Liu , Jun Dong . Reform of Comprehensive Organic Chemistry Experiments in the Context of Emerging Engineering Education: A Case Study on the Improved Preparation of Benzocaine. University Chemistry, 2024, 39(11): 286-295. doi: 10.12461/PKU.DXHX202403094
Pengzi Wang , Wenjing Xiao , Jiarong Chen . Copper-Catalyzed C―O Bond Formation by Kharasch-Sosnovsky-Type Reaction. University Chemistry, 2025, 40(4): 239-244. doi: 10.12461/PKU.DXHX202406090
Yu Dai , Xueting Sun , Haoyu Wu , Naizhu Li , Guoe Cheng , Xiaojin Zhang , Fan Xia . Determination of the Michaelis Constant for Gold Nanozyme-Catalyzed Decomposition of Hydrogen Peroxide. University Chemistry, 2025, 40(5): 351-356. doi: 10.12461/PKU.DXHX202407052
Heng Zhang . Determination of All Rate Constants in the Enzyme Catalyzed Reactions Based on Michaelis-Menten Mechanism. University Chemistry, 2024, 39(4): 395-400. doi: 10.3866/PKU.DXHX202310047
Shuixing Dai , Jilei Jiang , Yuxiao Wang , Jinqi Hu , Minghua Huang . Application of Knoevenagel Reaction in Organic Chemistry Teaching. University Chemistry, 2025, 40(5): 334-341. doi: 10.12461/PKU.DXHX202405208
Danqing Wu , Jiajun Liu , Tianyu Li , Dazhen Xu , Zhiwei Miao . Research Progress on the Simultaneous Construction of C—O and C—X Bonds via 1,2-Difunctionalization of Olefins through Radical Pathways. University Chemistry, 2024, 39(11): 146-157. doi: 10.12461/PKU.DXHX202403087
Guojie Xu , Fang Yu , Yunxia Wang , Meng Sun . Introduction to Metal-Catalyzed β-Carbon Elimination Reaction of Cyclopropenones. University Chemistry, 2024, 39(8): 169-173. doi: 10.3866/PKU.DXHX202401060
Zhenxing Liu , Jiaen Hu , Zishi Cheng , Xinqi Hao . 基础有机化学教学中烯烃的氧化反应. University Chemistry, 2025, 40(6): 139-144. doi: 10.12461/PKU.DXHX202408107
Wuxin Bai , Qianqian Zhou , Zhenjie Lu , Ye Song , Yongsheng Fu . Co-Ni Bimetallic Zeolitic Imidazolate Frameworks Supported on Carbon Cloth as Free-Standing Electrode for Highly Efficient Oxygen Evolution. Acta Physico-Chimica Sinica, 2024, 40(3): 2305041-0. doi: 10.3866/PKU.WHXB202305041
Cunling Ye , Xitong Zhao , Hongfang Wang , Zhike Wang . A Formula for the Calculation of Complex Concentrations Arising from Side Reactions and Its Applications. University Chemistry, 2024, 39(4): 382-386. doi: 10.3866/PKU.DXHX202310043
Weina Wang , Lixia Feng , Fengyi Liu , Wenliang Wang . Computational Chemistry Experiments in Facilitating the Study of Organic Reaction Mechanism: A Case Study of Electrophilic Addition of HCl to Asymmetric Alkenes. University Chemistry, 2025, 40(3): 206-214. doi: 10.12461/PKU.DXHX202407022
Jiaxun Wu , Mingde Li , Li Dang . The R eaction of Metal Selenium Complexes with Olefins as a Tutorial Case Study for Analyzing Molecular Orbital Interaction Modes. University Chemistry, 2025, 40(3): 108-115. doi: 10.12461/PKU.DXHX202405098
Zihao Guo , Shichen Ma , Kin Shing Chan . 烯烃环化反应中6电子试剂的等瓣相似性和等电子关系. University Chemistry, 2025, 40(6): 160-166. doi: 10.12461/PKU.DXHX202408038
Jiaqi AN , Yunle LIU , Jianxuan SHANG , Yan GUO , Ce LIU , Fanlong ZENG , Anyang LI , Wenyuan WANG . Reactivity of extremely bulky silylaminogermylene chloride and bonding analysis of a cubic tetragermylene. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1511-1518. doi: 10.11862/CJIC.20240072
Xudong Liu , Huili Fan , Junping Xiao , Min Yang , Yan Li . Teaching Approaches to the AE + AN Mechanism of Electrophilic Addition Reactions between Olefins and Inorganic Acids in Organic Chemistry. University Chemistry, 2025, 40(7): 367-372. doi: 10.12461/PKU.DXHX202409041
Jingyi Xie , Qianxi Lü , Weizhen Qiao , Chenyu Bu , Yusheng Zhang , Xuejun Zhai , Renqing Lü , Yongming Chai , Bin Dong . Enhancing Cobalt―Oxygen Bond to Stabilize Defective Co2MnO4 in Acidic Oxygen Evolution. Acta Physico-Chimica Sinica, 2024, 40(3): 2305021-0. doi: 10.3866/PKU.WHXB202305021
Wentao Lin , Wenfeng Wang , Yaofeng Yuan , Chunfa Xu . Concerted Nucleophilic Aromatic Substitution Reactions. University Chemistry, 2024, 39(6): 226-230. doi: 10.3866/PKU.DXHX202310095
Zhi Chai , Huashan Huang , Xukai Shi , Yujing Lan , Zhentao Yuan , Hong Yan . Wittig反应的立体选择性. University Chemistry, 2025, 40(8): 192-201. doi: 10.12461/PKU.DXHX202410046