4.8 Article

Visible-Light Photoredox Decarboxylation of Perfluoroarene Iodine(III) Trifluoroacetates for C-H Trifluoromethylation of (Hetero)arenes

Journal

ACS CATALYSIS
Volume 8, Issue 4, Pages 2839-2843

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.7b03990

Keywords

trifluoromethylation; photocatalysis; decarboxylation; trifluoroacetic acid; iodine(III) reagent

Funding

  1. National Natural Science Foundation of China [21421002, 21332010]
  2. Chinese Academy of Sciences [XDB20000000]
  3. Youth Innovation Promotion Association CAS [2016234]

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A scalable and operationally simple decarboxylative trifluoromethylation of (hetero)arenes with easily accessible C6F5I(OCOCF3)(2) under photoredox catalysis has been developed. This method is tolerant of various (hetero)-arenes and functional groups. Notably, C6F5I is recycled from the decarboxylation reaction and further used for the preparation of C6F5I(OCOCF3)(2). The combination of photoredox catalysis and hypervalent iodine reagent provides a practical approach for the application of trifluoroacetic acid in trifluoromethylation reactions.

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