
Citation: DENG Youlin, TANG Shi, ZHANG Qian, WANG Qiong, PENG Menglu, YU Limin. Visible-light-induced Cascade Addition Cyclization of Alkenes Toward Perfluoroalkylated Isoquinolinediones[J]. Chinese Journal of Applied Chemistry, 2016, 33(6): 685-692. doi: 10.11944/j.issn.1000-0518.2016.06.150317

可见光诱导烯烃串联加成环化合成多氟烷基化异喹啉二酮
English
Visible-light-induced Cascade Addition Cyclization of Alkenes Toward Perfluoroalkylated Isoquinolinediones
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[1] Prakash G S,Chacko S.Novel Nucleophilic and Electrophilic Fluoroalkylation Methods[J].Curr Opin Drug Discovery Dev,2008,11(6):793-802.[1] Prakash G S,Chacko S.Novel Nucleophilic and Electrophilic Fluoroalkylation Methods[J].Curr Opin Drug Discovery Dev,2008,11(6):793-802.
-
[2] Zhang B,Lichtenfeld C M,Daniliuc C G,et al.6-Trifluoromethyl-Phenanthridines Through Radical Trifluoromethylation of Isonitriles[J].Angew Chem Int Ed,2013,52(41):1079210795.[2] Zhang B,Lichtenfeld C M,Daniliuc C G,et al.6-Trifluoromethyl-Phenanthridines Through Radical Trifluoromethylation of Isonitriles[J].Angew Chem Int Ed,2013,52(41):1079210795.
-
[3] WANG Xi,ZHANG Yan,WANG Jianbo.Trifluoromethylation Recations Through Trifluoromethyl Radical[J].Sci Sin Chim,2012,42(10):1417-1427(in Chinese).王兮,张艳,王剑波.经由三氟甲基自由基的三氟甲基化反应研究进展[J].中国科学:化学,2012,42(10):1417-1427.[3] WANG Xi,ZHANG Yan,WANG Jianbo.Trifluoromethylation Recations Through Trifluoromethyl Radical[J].Sci Sin Chim,2012,42(10):1417-1427(in Chinese).王兮,张艳,王剑波.经由三氟甲基自由基的三氟甲基化反应研究进展[J].中国科学:化学,2012,42(10):1417-1427.
-
[4] Postigo A,Barata-vallejo S.Metal-mediated Radical Perfluoroalkylation of Organic Compounds[J].Coord Chem Rev,2013,257(21):3051-3069.[4] Postigo A,Barata-vallejo S.Metal-mediated Radical Perfluoroalkylation of Organic Compounds[J].Coord Chem Rev,2013,257(21):3051-3069.
-
[5] TANG Yucai,ZHANG Min,LI Xiaoqing,et al.Tetrabutylammonium Iodide Amine Catalytically Active Olefin Alkoxycarbonyl Reaction:Synthesis of Isoquinolinedione Derivative[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.[5] TANG Yucai,ZHANG Min,LI Xiaoqing,et al.Tetrabutylammonium Iodide Amine Catalytically Active Olefin Alkoxycarbonyl Reaction:Synthesis of Isoquinolinedione Derivative[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] Chen Y H,Zhang Y H,Zhang H J,et al.Design,Synthesis,and Biological Evaluation of Isoquinoline-1,3,4-trione Derivatives as Potent Caspase-3 Inhibitors[J].J Med Chem,2006,49(5):1613-1623.[6] Chen Y H,Zhang Y H,Zhang H J,et al.Design,Synthesis,and Biological Evaluation of Isoquinoline-1,3,4-trione Derivatives as Potent Caspase-3 Inhibitors[J].J Med Chem,2006,49(5):1613-1623.
-
[7] 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.[7] 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.
-
[8] 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.[8] 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.
-
[9] Li L,Deng M,Tan B,Liu X Y,et al.Metal-Free Direct Intramolecular Carbotrifluoromethylation of Alkenes to Functionalized Trifluoromethyl Azaheterocycles[J].Org Lett,2014,16(2):504-507.[9] Li L,Deng M,Tan B,Liu X Y,et al.Metal-Free Direct Intramolecular Carbotrifluoromethylation of Alkenes to Functionalized Trifluoromethyl Azaheterocycles[J].Org Lett,2014,16(2):504-507.
-
[10] 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.[10] 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.
-
[11] 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.[11] 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.
-
[12] Nagib D A,Scott M E,MacMillan D W C.Enantioselective α-Trifluoromethylation of Aldehydes via Photoredox Organocatalysis[J].J Am Chem Soc,2009,131(31):10875-10877.[12] Nagib D A,Scott M E,MacMillan D W C.Enantioselective α-Trifluoromethylation of Aldehydes via Photoredox Organocatalysis[J].J Am Chem Soc,2009,131(31):10875-10877.
-
[13] Wallentin C J,Nguyen J D,Finkbeiner P,et al.Intermolecular Atom Transfer Radical Addition to Olefins Mediated by Oxidative Quenching of Photoredox Catalysts[J].J Am Chem Soc,2011,133(6):4160-4163.[13] Wallentin C J,Nguyen J D,Finkbeiner P,et al.Intermolecular Atom Transfer Radical Addition to Olefins Mediated by Oxidative Quenching of Photoredox Catalysts[J].J Am Chem Soc,2011,133(6):4160-4163.
-
[14] Yoshioka E,Kohtani S,Tanaka E,et al.Carbon Radical Addition cyclization Reaction Induced by Ruthenium-photocatalyst under Visible Light Irradiation[J].Tetrahedron,2015,71(5):773-781.[14] Yoshioka E,Kohtani S,Tanaka E,et al.Carbon Radical Addition cyclization Reaction Induced by Ruthenium-photocatalyst under Visible Light Irradiation[J].Tetrahedron,2015,71(5):773-781.
-
[15] Tang X J,Thomoson C S,Dolbier W R,et al.Photoredox-Catalyzed Tandem Radical Cyclization of N-Arylacrylamides:General Methods to Construct Fluorinated 3,3-Disubstituted 2-Oxindoles Using Fluoroalkylsulfonyl Chlorides[J].Org Lett,2014,16(17):4594-4597.[15] Tang X J,Thomoson C S,Dolbier W R,et al.Photoredox-Catalyzed Tandem Radical Cyclization of N-Arylacrylamides:General Methods to Construct Fluorinated 3,3-Disubstituted 2-Oxindoles Using Fluoroalkylsulfonyl Chlorides[J].Org Lett,2014,16(17):4594-4597.
-
[16] Glorius F,Sahoo B,Hopkinson M N,et al.Combining Gold and Photoredox Catalysis:Visible Light-Mediated Oxy-and Aminoarylation of Alkenes[J].J Am Chem Soc,2013,135(15):5505-5508.[16] Glorius F,Sahoo B,Hopkinson M N,et al.Combining Gold and Photoredox Catalysis:Visible Light-Mediated Oxy-and Aminoarylation of Alkenes[J].J Am Chem Soc,2013,135(15):5505-5508.
-
[17] 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.[17] 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.
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