# 109 Photo-triggered fluoroalkylation/cyclization of unactivated 1-acryloyl-2-cyanoindoles: synthesis of RCOCF2-substi
发布时间:2024-01-11 12:52:38
Phooto-triggered fluoroalkylation/cyclization of unactivated 1-acryloyl-2-cyanoindoles: synthesis of RCOCF2-substituted pyrrolo[1,2-a]indolediones
Weixian Lv,a Pengyuan Yang,a Jinwei Yuan,a,* Jiayi Li,a Mengran Liang,a Yitong Liu,b Dongliang Xing,c,* Liangru Yang,a
The Journal of Organic Chemistry 2024, 89, 3, 3525-3537。
DOI: 10.1021/acs.joc.3c02986

A photochemical approach towards RCOCF2-substituted pyrrolo[1,2-a]indolediones was developed by the radical cascade difluoroalkylation/cyclization reaction of unactivated 1-acryloyl-2-cyanoindoles with ethyl iododifluoroacetate or iododifluoramides under visible light irradiation. This transition-metal- and photosensitizer-free protocol afforded diverse difluoroalkylated pyrrolo[1,2-a]indolediones in moderate to good yields under mild reaction conditions. Most appealingly, the reaction can proceed smoothly under sunlight irradiation, which opens a new avenue toward difluoroalkylated pyrrolo[1,2-a]indolediones.