Organocatalytic Deoxygenative [3+2] Cycloaddition of N-Hydroxyamides with Alkynes to Access Isoxazoles.

Abstract

Although the transition-metal-catalyzed [3+2] cycloadditions to access isoxazoles have been described well, organocatalytic methods remain underdeveloped. Herein, we report the use of an organophosphine catalyst for the preparation of a series of isoxazoles with exceptional regioselectivity via the [3+2] cycloaddition of N-hydroxyamides and alkynes. The scope of this organocatalytic transformation is broad, tolerating numerous functional groups and proceeding uniformly in an environmentally friendly, simple, and efficient manner.