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Visible-light-induced radical isocyanide insertion protocol for the synthesis of difluoromethylated spiro[indole-3,3′-quinoline] derivatives

Jingjing Zhang, Wentao Xu, Yi Qu, Yuxiu Liu, Yongqiang Li, Hongjian Song, Qingmin Wang

2020Chemical Communications32 citationsDOI

Abstract

Herein, we report the first protocol for visible-light-induced radical isocyanide insertion reactions between 3-(2-isocyanobenzyl)-indoles and bromodifluoroacetates or bromodifluoroacetamides. The protocol, which has good functional group tolerance and a broad substrate scope, constitutes an efficient and general route to difluoromethylated spiro[indole-3,3'-quinoline] derivatives.

Topics & Concepts

IsocyanideIndole testQuinolineChemistryPhotochemistryCombinatorial chemistryMedicinal chemistryOrganic chemistryFluorine in Organic ChemistryRadical Photochemical ReactionsCatalytic C–H Functionalization Methods
Visible-light-induced radical isocyanide insertion protocol for the synthesis of difluoromethylated spiro[indole-3,3′-quinoline] derivatives | Litcius