Rhodium(iii)-catalyzed C–H/C–F activation sequence: expedient and divergent synthesis of 2-benzylated indoles and 2,2′-bis(indolyl)methanes†,10.1039/D1QO00462J

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Lactoyl-CoA 全氟丁基戊烷白叶藤碱全氟己基辛烷新白叶藤碱壳寡糖特色专题-生物多肽

Rhodium(iii)-catalyzed C–H/C–F activation sequence: expedient and divergent synthesis of 2-benzylated indoles and 2,2′-bis(indolyl)methanes†

Nan-Xiang Deng,Tao Zheng,Hui Xie,Xiao-Ling Xie,Jia-Qiang Wu,Hua Cao,Shang-Shi Zhang

Organic Chemistry Frontiers Pub Date : 06/10/2021 00:00:00 , DOI:10.1039/D1QO00462J

Abstract

Herein, an original and divergent synthetic method for fluorinated 2-benzylated indoles and 2,2′-bis(indolyl)methanes has been established for the first time via Rh(III)-catalyzed C–H/C–F activation of arenes employing 3,3-difluoro-2-exo-methylidene indolines as novel cross-coupling partners. This redox-neutral protocol exhibited a broad substrate scope (30 examples, up to 97% yield) and high functional-group compatibility. Gram-scale and mechanistic studies were also performed.