Radical-mediated synthesis of γ-lactones by copper-catalyzed intermolecular carboesterification of alkenes with α-carbonyl alkyl bromides and H2O?

Organic Chemistry Frontiers Pub Date: 2017-09-20 DOI: 10.1039/C7QO00579B

Abstract

A novel copper-catalyzed intermolecular carboesterification strategy of alkenes with α-carbonyl alkyl bromides is described. This reaction represents a facile and straightforward access to polysubstituted γ-lactone skeletons, including γ-lactones having ortho-substituted groups on the carbonyl group, in moderate to good yields via a radical strategy, which has good functional group tolerance.

Graphical abstract: Radical-mediated synthesis of γ-lactones by copper-catalyzed intermolecular carboesterification of alkenes with α-carbonyl alkyl bromides and H2O
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