Direct synthesis of N-trifluoromethyl amides via photocatalytic trifluoromethylamidation

Ru Zhong Zhang, Yang Liu, Cong Xu () and Mang Wang ()
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Ru Zhong Zhang: Northeast Normal University
Yang Liu: Northeast Normal University
Cong Xu: Northeast Normal University
Mang Wang: Northeast Normal University

Nature Communications, 2025, vol. 16, issue 1, 1-10

Abstract: Abstract N-CF3 amides are promising targets for pharmaceutical and agrochemistry. Unfortunately, there is a defluorination problem of N-CF3 amine starting materials when using common amide bond formation method. Recently, elegant alternative approaches emerged. However, none have used the well known amidyl radical chemistry to directly prepare N-CF3 amides. We describe here a convenient preparation of N-(N-CF3 imidoyloxy) pyridinium salts and their applications as efficient trifluoromethylamidyl radical precursors in photocatalytic trifluoromethylamidations of (hetero)arenes, alkenes, alkynes, silylenol ethers, and isocyanides. The rapid construction of diverse N-CF3 amides, particularly the synthesis of cyclic N-CF3 amides, demonstrates the uniqueness and flexibility of the method. This method is expected to provide a platform for directly synthesizing N-CF3 amides and to inspire the discovery of more redox molecular systems that can handle challenging trifluoromethylamidations.

Date: 2025
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DOI: 10.1038/s41467-025-60130-8

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