Issue 6, 2024

Copper-catalyzed room-temperature cross-dehydrogenative coupling of secondary amides with terminal alkynes: a chemoselective synthesis of ynamides

Abstract

A copper-catalyzed aerobic oxidative cross-dehydrogenative coupling reaction between secondary amides and terminal alkynes has been developed. With the aid of ligands and 3 Å molecular sieves, ynamides can be efficiently synthesized at room temperature and conveniently scaled up. A legitimate mechanism involving nitrogen-centred radicals and copper trivalent intermediates has been proposed.

Graphical abstract: Copper-catalyzed room-temperature cross-dehydrogenative coupling of secondary amides with terminal alkynes: a chemoselective synthesis of ynamides

Supplementary files

Article information

Article type
Paper
Submitted
13 Dec 2023
Accepted
11 Jan 2024
First published
15 Jan 2024
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2024,22, 1299-1309

Copper-catalyzed room-temperature cross-dehydrogenative coupling of secondary amides with terminal alkynes: a chemoselective synthesis of ynamides

S. Zhuo, J. Ye and X. Zheng, Org. Biomol. Chem., 2024, 22, 1299 DOI: 10.1039/D3OB02032K

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