Selective C-F bond carboxylation of: Gem -difluoroalkenes with CO2 by photoredox/palladium dual catalysis

Chuan Zhu, Yu Feng Zhang, Ze Yao Liu, Lu Zhou, Haidong Liu, Chao Feng

Research output: Contribution to journalArticlepeer-review

113 Scopus citations

Abstract

The catalytic C-F bond carboxylation of organofluorines with CO2 gas remains a challenging problem in synthetic chemistry. Here, we describe a selective defluorinative carboxylation of gem-difluoroalkenes through photoredox/palladium dual catalysis. The C-F bond activation is enabled by single electron reduction through photoredox catalysis to generate a fluorovinyl radical, which subsequently participates in an unprecedented palladium-catalyzed carboxylation. This novel C-F functionalization proved applicable to a wide range of substituted gem-difluoroalkenes, providing a rapid access to valuable α-fluoroacrylic acids.

Original languageEnglish
Pages (from-to)6721-6726
Number of pages6
JournalChemical Science
Volume10
Issue number27
DOIs
StatePublished - 2019

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