N-Heterocyclic Carbene Catalyzed Cyclization Cascades of 3-Halopropenals and Arylnitroso Compounds to 2,3-Disubstituted Isoxazol-5(2H)-ones

Abstract

An NHC-catalyzed annulation reaction of 3-halopropenals with nitrosobenzene derivatives, providing access to 2,3-disubstituted isoxazol-5(2H)-ones under mild conditions is described. This procedure represents a metal-free approach to the alternative equivalent of β-acylvinyl anions for the formation of heterocyclic compounds.

carbenes - cyclization - heterocycles - tandem reaction - umpolung

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