Modular construction of α-furanyl ketones via semi-pinacol rearrangement-mediated ring expansion

Abstract

A simple and efficient semi-pinacol rearrangement strategy of enynals involving a metal carbene intermediate has been developed, which allows the efficient and practical synthesis of various functionalized α-furanyl ketones in moderate to good yields under mild reaction conditions. This reaction features high functional group compatibility, easily accessible starting materials and suitability for late-stage modification of structurally complex drug compounds. Further synthetic applications and elaboration of the product were also accomplished.