Difluoromethylation–Carboxylation and −Deuteration of Alkenes Triggered by Electroreduction of Difluoromethyltriphenylphosphonium Bromide

It is significant to develop novel difluoromethylation methods because of the important roles of difluoromethyl groups in the medicinal chemistry and material industries. Here, we developed a novel difluoromethylation–carboxylation and difluoromethylation–deuteration method triggered by a difluorome...

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Bibliographic Details
Published in:Journal of organic chemistry 2023-12, Vol.88 (24), p.17134-17143
Main Authors: Xie, Fenfen, Han, Fen, Yan, Yunying, Li, Haiqiong, Hao, Jianjun, Jing, Linhai, Han, Pan
Format: Article
Language:English
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Summary:It is significant to develop novel difluoromethylation methods because of the important roles of difluoromethyl groups in the medicinal chemistry and material industries. Here, we developed a novel difluoromethylation–carboxylation and difluoromethylation–deuteration method triggered by a difluoromethyl radical generated by electroreduction of stable and easily available difluoromethyltriphenylphosphonium bromide. Various molecules containing difluoromethyl and carboxyl or deuterium groups can be synthesized through this method. The establishment of this method will provide an alternative to radical difluoromethylation reactions.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.3c02001