Issue 8, 2022

Radical hydrotrifluoromethylation of ynamides: a route toward β-CF3 enamides

Abstract

We report here a radical hydrotrifluoromethylation of ynamides to provide an alternative route toward β-CF3 enamides. By using PhICF3Cl as the CF3 reagent and DMF as the H-donor, the reaction occurred smoothly in the presence of NaH at room temperature. Further reduction of the resulting β-CF3 enamides efficiently delivered β-CF3 amines. Gram-scale synthesis was conducted to demonstrate the practicability of the method.

Graphical abstract: Radical hydrotrifluoromethylation of ynamides: a route toward β-CF3 enamides

Supplementary files

Article information

Article type
Research Article
Submitted
12 Janv. 2022
Accepted
01 Marts 2022
First published
02 Marts 2022

Org. Chem. Front., 2022,9, 2169-2175

Radical hydrotrifluoromethylation of ynamides: a route toward β-CF3 enamides

W. Huang, R. Zhang, R. Zhang, J. Yu and M. Wang, Org. Chem. Front., 2022, 9, 2169 DOI: 10.1039/D2QO00045H

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