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Selective C–F bond carboxylation of gem-difluoroalkenes with CO(2) by photoredox/palladium dual catalysis
The catalytic C–F bond carboxylation of organofluorines with CO(2) 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 ele...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Royal Society of Chemistry
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6625485/ https://www.ncbi.nlm.nih.gov/pubmed/31367327 http://dx.doi.org/10.1039/c9sc01336a |
Sumario: | The catalytic C–F bond carboxylation of organofluorines with CO(2) 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. |
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