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Photoredox Catalytic Trifluoromethylation and Perfluoroalkylation of (Hetero)arenes Using Trifluoroacetic and Related Carboxylic Acids

preprint
revised on 11.05.2020 and posted on 12.05.2020 by Dehang Yin, Dengquan Su, Jian Jin
A mild and practical method has been achieved that allows for the direct C–H trifluoromethylation, perfuoroalkylation and chlorodifluoromethylation of (hetero)arenes using inexpensive and abundant trifluoroacetic acid and the corresponding carboxylic acids. A diverse array of arenes and heteroarenes were successfully transformed into valuable fluoroalkylated compounds. The combination of photoredox catalysis and a diaryl sulfoxide provides a platform for the facile generation of fluoroalkyl radicals from the corresponding fluoroalkyl carboxylic acids under mild conditions.

Funding

Natural Science Foundation of Shanghai (19ZR1468700)

History

Email Address of Submitting Author

jjin@sioc.ac.cn

Institution

Shanghai Institute of Organic Chemistry

Country

China

ORCID For Submitting Author

0000-0001-9685-3355

Declaration of Conflict of Interest

The authors declare no competing financial interest.

Version Notes

2nd version

Exports