Pd-Catalyzed Efficient Synthesis of 3-Formylindole Derivatives with Diaziridinone

Abstract

This work describes an efficient Pd-catalyzed annulation process of acetal alkynes, aryl iodides, and di-t-butyl diaziridinone to afford a variety of 3-formylindoles and their derivatives. The reaction likely proceeds through a regioselective Heck reaction and subsequent aryl C-H activation to form a pallada(II)cycle, which is bisaminated with diaziridinone via a pallada(IV)cycle. The utility of the current reaction process is illustrated by a facile synthesis of a microtubulin inhibitor.