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. The reaction proceeded via C-H activation, alkyne insertion, and formal 1,4-rhodium...

Coordinating activation strategy enables 1,2-alkylamidation of alkynes

“…The enamide is a privileged subunit in pharmaceuticals and biomolecules featuring excellent biological and physiological properties, 1 as well as being a useful and versatile synthetic platform for further elaboration in organic synthesis. 2 Several approaches for the preparation of enamides have been reported, 3 including condensation of amides with carbonyls, 3 a carbofunctionalization of ynamides, 3 b , c transition-metal catalyzed N -alkenylation of amides, 3 d – f isomerization of allylamides, 3 g , h hydroamidation of alkynes, 3 i – l dehydrogenation of the corresponding amides, 3 m – p and others. 3 q – w However, one of the most straightforward approaches to access enamides is arguably the vicinal difunctional carboamidation of alkynes.…”