Cu-catalyzed one-pot synthesis of fused oxazepinone derivatives via sp2 C–H and O–H cross-dehydrogenative coupling?

Organic Chemistry Frontiers Pub Date: 2016-04-19 DOI: 10.1039/C6QO00040A

Abstract

An efficient Cu-catalyzed cascade reaction protocol was developed for the synthesis of fused oxazepinone derivatives via sp2 C–H and O–H cross-dehydrogenative coupling. A readily available catalyst, Cu2O, was used in this modular and convergent approach. An unusual Smiles rearrangement reaction was involved in this synthesis. Various reaction parameters were evaluated and optimized, and the target compounds were obtained in good-to-excellent yields.

Graphical abstract: Cu-catalyzed one-pot synthesis of fused oxazepinone derivatives via sp2 C–H and O–H cross-dehydrogenative coupling
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