Palladium-Catalyzed Difunctionalization of Internal Alkynes via Highly Regioselective 6-<i>Endo</i> Cyclization and Alkenylation of Enynoates: Synthesis of Multisubstituted Pyrones

Abstract

An efficient Pd(II)-catalyzed difunctionalization reaction of internal alkynes is reported. In this reaction, various enynoates and electron-deficient alkenes were used for the syntheses of useful highly substituted pyrone derivatives via a 6-endo cyclization and subsequent alkenylation pathway. The corresponding products could be obtained in moderate to good yields under very mild reaction conditions. The high regioselectivity and wide compatibility with different functional groups found in the desired products demonstrate this method to be a general and useful tool for the synthesis of highly substituted pyrone derivatives.