4.8 Article

Visible-Light-Promoted Synthesis of α-CF2H-Substituted Ketones by Radical Difluoromethylation of Enol Acetates

Journal

ORGANIC LETTERS
Volume 23, Issue 2, Pages 508-513

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c04021

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Funding

  1. Top Youth Talent Fund of Zhengzhou University
  2. State Key Laboratory of Bio-organic and Natural Products Chemistry, CAS [SKLBNPC18440]

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An efficient and novel visible-light-promoted radical difluoromethylation method for synthesizing alpha-CF2H-substituted ketones has been described in this study. Various alpha-CF2H-substituted ketones are successfully created based on a SET process, providing a simple and operationally straightforward method with broad functional group compatibility.
An efficient and novel visible-light-promoted radical difluoromethylation of enol acetates for the synthesis of alpha-CF2H-substituted ketones has been described. Upon irradiation under blue LED with catalytic amounts of fac-Ir(ppy)(3), this photocatalytic procedure employs difluoromethyltriphenylphosphonium bromide as a radical precursor. Various alpha-CF2H-substituted ketones are successfully created via designed systems based on the SET process. The methodology has also provided an operationally simple process with broad functional group compatibility.

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