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Zhu, Chuan; Yu-Feng, Zhang; Ze-Yao Liu; Zhou, Lu; Liu, Haidong; Chao, Feng
Chemical science (Cambridge), 07/2019, Volume: 10, Issue: 27Journal Article
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.
