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Electrochemical Tri- and Difluoromethylation-Triggered Cyclization Accompanied by the Oxidative Cleavage of Indole Derivatives.
Yuan, Xin; Cui, Yu-Sheng; Zhang, Xin-Peng; Qin, Long-Zhou; Sun, Qi; Duan, Xiu; Chen, Lin; Li, Guigen; Qiu, Jiang-Kai; Guo, Kai.
Afiliación
  • Yuan X; College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S, Nanjing, 211816, P. R. China.
  • Cui YS; College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S, Nanjing, 211816, P. R. China.
  • Zhang XP; College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S, Nanjing, 211816, P. R. China.
  • Qin LZ; College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S, Nanjing, 211816, P. R. China.
  • Sun Q; College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S, Nanjing, 211816, P. R. China.
  • Duan X; College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S, Nanjing, 211816, P. R. China.
  • Chen L; College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S, Nanjing, 211816, P. R. China.
  • Li G; Institute of Chemistry & Biomedical Science, Nanjing University, No.163, Xianlin Avenue, Qixia District, Nanjing, 210093, P. R. China.
  • Qiu JK; Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX, 79409-1061, USA.
  • Guo K; College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S, Nanjing, 211816, P. R. China.
Chemistry ; 27(21): 6522-6528, 2021 Apr 12.
Article en En | MEDLINE | ID: mdl-33751675
Considering their unique roles in organic synthesis, and pharmaceutical and agrochemical applications, the development of fluoroalkylation, cyclization, and indole oxidative cleavage are important topics. Herein, an unprecedented electrochemical tri- and difluoromethylation/cyclization/indole oxidative cleavage process occurring in an undivided cell is presented. The protocol employs a readily prepared Langlois reagent as the fluoroalkyl source, affording a series of tri- or difluoromethylated 2-(2-acetylphenyl)isoquinoline-1,3-diones in good yields with excellent stereoselectivity. It is worth noting that this new methodology merges the fluoroalkylation/cyclization of N-substituted acrylamide alkenes with the oxidative cleavage of an indole C(2)=C(3) bond under external oxidant-free conditions.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chemistry Asunto de la revista: QUIMICA Año: 2021 Tipo del documento: Article Pais de publicación: Alemania

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chemistry Asunto de la revista: QUIMICA Año: 2021 Tipo del documento: Article Pais de publicación: Alemania