N-Heterocyclic Carbene-Catalyzed Formal [3+3] Annulation of Alkynyl Acylazoliums for the Synthesis of Benzofuro[3,2-<i>b</i>]pyridin-2-ones

Abstract

Through β-activation of alkynoic acid esters with N-heterocyclic carbene catalysis, a formal [3+3] annulation of alkynyl acylazoliums with indolin-3-ones has been developed for the rapid construction of structurally interesting benzofuro[3,2-b]pyridin-2-ones with potential bioactivities. This protocol provides a highly efficient and simple method for the synthesis of the target molecules under mild reaction conditions with a wide substrate scope and excellent chemoselectivity. The synthetic utility of this protocol was also demonstrated by the versatile late-stage modifications.

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