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 jan 2022
Accepted
01 mar 2022
First published
02 mar 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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements