1. Difluoroalkylation/Lactonization of Alkenes with BrCF2CO2K via Photoredox Catalysis: Access to α,α-Difluoro-γ-lactones.
- Author
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Min Zhang, Qiang Li, Jin-Hong Lin, and Ji-Chang Xiao
- Subjects
ALKENES ,CATALYSIS ,CONCORD ,ATOMS ,MOLECULES - Abstract
Due to its unique electronic properties, the difluoromethylene group (CF
2 ) has served as a valuable unity in the design of biologically active molecules. Since γ-lactones display a broad range of biological properties, α,α-difluoro-γ-lactones may exhibit unexpected biological activities, and thus their synthesis has received increasing attention. Traditional synthetic methods suffer from tedious multi-step processes, and very few effective methods have been reported recently. Herein, we describe the difunctionalization of alkenes with BrCF2 CO2 K under photoredox catalysis with the use of a boron-Lewis acid for the access to α,α-difluoro-γ-lactones. In this transformation, the alkene substrates and the used reagents, including BrCF2 CO2 K and the boron-Lewis acid, PhB(OH)2 or BF3• THF, are cheap and widely available. High efficiency and atom economy may make this protocol attractive. [ABSTRACT FROM AUTHOR]- Published
- 2023
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