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Visible‐Light‐Induced Radical Difluoromethylation of Alkynoates by [bis(Difluoroacetoxy)iodo]benzene to Yield 3‐Difluoromethylated Coumarins
Author(s) -
Lu Kui,
Zhou Ting,
Jia Xiaodong,
Wei Peng,
Lei Lingyu,
Xi Xiaolan,
Liu Jiang,
Zhao Xia
Publication year - 2021
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.202000655
Subject(s) - chemistry , yield (engineering) , benzene , catalysis , radical cyclization , medicinal chemistry , organic chemistry , combinatorial chemistry , materials science , metallurgy
A visible‐light‐induced radical difluoromethylation of alkynoates using [bis(difluoroacetoxy)iodo]benzene as the CF 2 H radical precursor was developed for the first time. 3‐Difluoromethyl‐substituted coumarins were synthesized via a radical difluoromethylation/cyclization/ester migration cascade. The mild and catalyst‐free conditions, as well as the good functional group tolerance, render this protocol an alternative and green strategy for the synthesis of 3‐difluoromethyl‐substituted coumarins.