
Citation: LI Jie, LIU Yilin, DENG Youlin, WANG Wenxin, WANG Shuowen, LI Zengzeng, TANG Shi. Visible-Light-Induced Cyclization of Alkenes to Form Difluoroacetating Isoquinolinedione[J]. Chinese Journal of Applied Chemistry, 2016, 33(6): 677-684. doi: 10.11944/j.issn.1000-0518.2016.06.150316

可见光诱导烯烃环化合成二氟烷基化异喹啉二酮
English
Visible-Light-Induced Cyclization of Alkenes to Form Difluoroacetating Isoquinolinedione
-
Key words:
- visible-light-induced
- / difluoroacetating
- / Ir photocatalyst
- / isoquinolinedione
-
-
-
[1] Purser S,Moore P R,Swallow S,et al.Fluorine in Medicinal Chemistry[J].Chem Soc Rev,2008,37(2):320-330.[1] Purser S,Moore P R,Swallow S,et al.Fluorine in Medicinal Chemistry[J].Chem Soc Rev,2008,37(2):320-330.
-
[2] Prakash G S,Chacko S.Novel Nucleophilic and Electrophilic Fluoroalkylation Methods[J].Curr Opin Drug Discovery Dev,2008,11(6):793-802.[2] Prakash G S,Chacko S.Novel Nucleophilic and Electrophilic Fluoroalkylation Methods[J].Curr Opin Drug Discovery Dev,2008,11(6):793-802.
-
[3] Chen Y H,Zhang Y H,Zhang H J,et al.Design,Synthesis,and Biological Evaluation of Isoquino Line-1,3,4-trione Derivatives as Potent Caspase-3 Inhibitors[J].J Med Chem,2006,49(5):1613-1623.[3] Chen Y H,Zhang Y H,Zhang H J,et al.Design,Synthesis,and Biological Evaluation of Isoquino Line-1,3,4-trione Derivatives as Potent Caspase-3 Inhibitors[J].J Med Chem,2006,49(5):1613-1623.
-
[4] Braña M F,Castellano J M,Perron D,et al.Chromophore-Modified Bis-Naphthalimides:Synthesis and Antitumor Activity of Bis-Dibenz[de,h]isoquinoline-1,3-diones[J].J Med Chem,1997,40(4):449-454.[4] Braña M F,Castellano J M,Perron D,et al.Chromophore-Modified Bis-Naphthalimides:Synthesis and Antitumor Activity of Bis-Dibenz[de,h]isoquinoline-1,3-diones[J].J Med Chem,1997,40(4):449-454.
-
[5] Quiclet-Sire B,Zard S Z.An Expedient Synthesis of Homophthalimides[J].Chem Commun,2002,34(20):2306-2307.[5] Quiclet-Sire B,Zard S Z.An Expedient Synthesis of Homophthalimides[J].Chem Commun,2002,34(20):2306-2307.
-
[6] TANG Yucai,ZHANG Min,LI Xiaoqing,et al.Tetrabutylammonium Iodide-Catalyzed Radical Alkoxycarbonylation of Activated Alkenes:Synthesis of Isoquinolinedione Derivatives[J].Chinese J Org Chem,2015,35(4):875-881(in Chinese).唐裕才,张敏,李小青,等.四丁基碘化胺催化活化烯烃烷氧羰基化反应:合成异喹啉二酮衍生物[J].有机化学,2015,35(4):875-881.[6] TANG Yucai,ZHANG Min,LI Xiaoqing,et al.Tetrabutylammonium Iodide-Catalyzed Radical Alkoxycarbonylation of Activated Alkenes:Synthesis of Isoquinolinedione Derivatives[J].Chinese J Org Chem,2015,35(4):875-881(in Chinese).唐裕才,张敏,李小青,等.四丁基碘化胺催化活化烯烃烷氧羰基化反应:合成异喹啉二酮衍生物[J].有机化学,2015,35(4):875-881.
-
[7] Liu Q,Chu L,Qing F L.Direct Introduction of Ethoxylcarbonyldifluoromethyl-group to Heteroarenes with Ethyl Bromodifluoroacetate via Visible-Light Photocatalysis[J].Chem J Org,2013,31(7):885-891.[7] Liu Q,Chu L,Qing F L.Direct Introduction of Ethoxylcarbonyldifluoromethyl-group to Heteroarenes with Ethyl Bromodifluoroacetate via Visible-Light Photocatalysis[J].Chem J Org,2013,31(7):885-891.
-
[8] Fu W,Zhu M,Zou G,et al.Visible-Light-Mediated Radical Aryldifluoroacetylation of N-Arylacrylamides to Give Difluoroacetylated Oxindoles[J].Asian J Org Chem,2014,3(12):1273-1276.[8] Fu W,Zhu M,Zou G,et al.Visible-Light-Mediated Radical Aryldifluoroacetylation of N-Arylacrylamides to Give Difluoroacetylated Oxindoles[J].Asian J Org Chem,2014,3(12):1273-1276.
-
[9] Fu W,Zhu M,Zou G,et al.Visible-Light-Mediated Radical Aryldifluoroacetylation of Alkynes with Ethyl Bromodifluoroacetate for the Synthesis of 3-Difluoroacetylated Coumarins[J].J Org Chem,2015,80(9):4766-4770.[9] Fu W,Zhu M,Zou G,et al.Visible-Light-Mediated Radical Aryldifluoroacetylation of Alkynes with Ethyl Bromodifluoroacetate for the Synthesis of 3-Difluoroacetylated Coumarins[J].J Org Chem,2015,80(9):4766-4770.
-
[10] Wang Y,Qiu J,Kong D,et al.Silver-Mediated Radical Trifluoromethylarylation of Activated Alkenes for the Synthesis of Oxindoles Bearing a CF3 Group[J].Synlett,2014,25(12):1731-1734.[10] Wang Y,Qiu J,Kong D,et al.Silver-Mediated Radical Trifluoromethylarylation of Activated Alkenes for the Synthesis of Oxindoles Bearing a CF3 Group[J].Synlett,2014,25(12):1731-1734.
-
[11] Xu P,Hu K,G Z,et al.Visible Light Promoted Carbodifluoroalkylation of Allylic Alcohols via Concomitant 1,2-Aryl Migration[J].Chem Commun,2015,51(33):7222-7225.[11] Xu P,Hu K,G Z,et al.Visible Light Promoted Carbodifluoroalkylation of Allylic Alcohols via Concomitant 1,2-Aryl Migration[J].Chem Commun,2015,51(33):7222-7225.
-
[12] Tang S,Li Z H,Wang M W,et al.Metal-free Cascade Cyclization of Alkenes Toward Perfluorinated Oxindoles[J].Org Biomol Chem,2015,13(3):5285-5288.[12] Tang S,Li Z H,Wang M W,et al.Metal-free Cascade Cyclization of Alkenes Toward Perfluorinated Oxindoles[J].Org Biomol Chem,2015,13(3):5285-5288.
-
[13] ZHOU Dong,LI Yuhua,DENG Youlin,et al.Recent Progress on Radical C-H Bond Cyclization to Form Oxindoles[J].J Jishou Univ(Nat Sci Ed),2015,36(2):60-70(in Chinese).周栋,李玉花,邓佑林,等.自由基介导C-H键环化合成吲哚酮的研究进展[J].吉首大学学报(自然科学版),2015,36(2):60-70.[13] ZHOU Dong,LI Yuhua,DENG Youlin,et al.Recent Progress on Radical C-H Bond Cyclization to Form Oxindoles[J].J Jishou Univ(Nat Sci Ed),2015,36(2):60-70(in Chinese).周栋,李玉花,邓佑林,等.自由基介导C-H键环化合成吲哚酮的研究进展[J].吉首大学学报(自然科学版),2015,36(2):60-70.
-
[14] Wang Q K,Maria C,Noelia F,et al.Metal-Free Aryltrifluoromethylation of Activated Alkenes[J].Angew Chem Int Ed,2013,52(49):13086-13090.[14] Wang Q K,Maria C,Noelia F,et al.Metal-Free Aryltrifluoromethylation of Activated Alkenes[J].Angew Chem Int Ed,2013,52(49):13086-13090.
-
[15] Zhang L,Yang C,Xu Z,et al.Difunctionalization of Alkenes via the Visible-Light-Induced Trifluoromethylarylation/1,4-Aryl Shift/Desulfonylation Cascade Reactions[J].J Org Chem,2015,80(49):5730-5736.[15] Zhang L,Yang C,Xu Z,et al.Difunctionalization of Alkenes via the Visible-Light-Induced Trifluoromethylarylation/1,4-Aryl Shift/Desulfonylation Cascade Reactions[J].J Org Chem,2015,80(49):5730-5736.
-
[16] Zhang M,Xie P,Zhao W,et al.Cascade Couplings of N-Alkyl-N-methacryloyl Benzamides with Ethers and Benzenesulfonohydrazides to Generate Isoquinoline-1,3(2H,4H)-dione Derivatives[J].J Org Chem,2015,80(8):4176-4183.[16] Zhang M,Xie P,Zhao W,et al.Cascade Couplings of N-Alkyl-N-methacryloyl Benzamides with Ethers and Benzenesulfonohydrazides to Generate Isoquinoline-1,3(2H,4H)-dione Derivatives[J].J Org Chem,2015,80(8):4176-4183.
-
[17] Zhang L,Yang C,Xu Z,et al.Difunctionalization of Alkenes via the Visible-Light-Induced Trifluoromethylarylation/1,4-Aryl Shift/Desulfonylation Cascade Reactions[J].J Org Chem,2015,80(11):5730-5736.[17] Zhang L,Yang C,Xu Z,et al.Difunctionalization of Alkenes via the Visible-Light-Induced Trifluoromethylarylation/1,4-Aryl Shift/Desulfonylation Cascade Reactions[J].J Org Chem,2015,80(11):5730-5736.
-
-

计量
- PDF下载量: 0
- 文章访问数: 472
- HTML全文浏览量: 57