4.8 Article

Visible-Light-Mediated β-C-H gem-Difluoroallylation of Aldehydes and Cyclic eKetones through C-F Bond Cleavage of 1-Trifluoromethyl Alkenes

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ORGANIC LETTERS
卷 22, 期 6, 页码 2371-2375

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c00568

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资金

  1. National Key Research Program of China [2016YFA0602900]
  2. NSFC [21871300]
  3. NSF of Guangdong Province for Distinguished Young Scholars [2016A030306029]

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gem-Difluoroalkene bearing a carbonyl group is a challenging target to synthesize by conventional methods. Herein we report a mild and concise route to access the target compounds through the visible-light-mediated direct beta-C-H gem-difluoroallylation of aliphatic aldehydes and cyclic ketones. Upon a synergistic combination of photoredox catalysis and organocatalysis, various alpha-CF3 alkenes were employed as the gem-difluoroallylation reagents via the C-F bond cleavage.

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