Issue 44, 2023

Three-component regioselective carboamidation of 1,3-enynes via rhodium(iii)-catalyzed C–H activation

Abstract

Rhodium-catalyzed regio- and stereoselective three-component carboamidation of 1,3-enynes has been realized using indoles and dioxazolones as the functionalizing reagents. A wide range of multi-substituted skipped 1,4-dienes have been constructed in good yields and excellent stereoselectivity. The stereoselectivity is under substrate control. 1,3-Enynes bearing a relatively bulky alkyne terminus reacted with Z-selectivity. In contrast, a sterically less hindered alkyne terminus tends to predominantly give the E-configured skipped diene.

Graphical abstract: Three-component regioselective carboamidation of 1,3-enynes via rhodium(iii)-catalyzed C–H activation

Supplementary files

Article information

Article type
Communication
Submitted
05 Apr 2023
Accepted
02 May 2023
First published
02 May 2023

Chem. Commun., 2023,59, 6690-6693

Three-component regioselective carboamidation of 1,3-enynes via rhodium(III)-catalyzed C–H activation

L. Kong, X. Han, P. Hu, F. Wang and X. Li, Chem. Commun., 2023, 59, 6690 DOI: 10.1039/D3CC01666H

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