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- Title
Direct Arene Trifluoromethylation Enabled by a High‐Valent Cu<sup>III</sup>−CF<sub>3</sub> Compound.
- Authors
Zhang, Hao‐Ran; Feng, Cong‐Cong; Chen, Ning; Zhang, Song‐Lin
- Abstract
Direct C−H trifluoromethylation of arenes and heteroarenes poses an important synthetic challenge that is highly desirable. High‐valent CuIII−CF3 compounds have often been invoked in copper‐mediated trifluoromethylation reactions, but the fundamental reactivity toward arenes is elusive. Herein, direct C−H trifluoromethylation of arenes/heteroarenes by a high‐valent CuIII−CF3 compound is disclosed for the first time. The CuIII−CF3 compound serves CF3 radical and a CuII oxidant by homolytic cleavage of a CuIII−CF3 bond, which engage synergistically in a SEAr type reaction with arenes. The presence of K2S2O8 co‐oxidant can significantly improve the reaction yields. This reaction shows good efficiency, broad functional group tolerance, and the potential in late‐stage functionalization. The reactivity of high‐valent CuIII−CF3 compounds disclosed in this study represents an important progress in organofluorine and CuIII chemistry.
- Subjects
CHEMICAL yield; HETEROARENES; AROMATIC compounds; FUNCTIONAL groups
- Publication
Angewandte Chemie, 2022, Vol 134, Issue 40, p1
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.202209029