An anti-Carbopalladation/Amination Cascade with Alkynes: Access to Tetrasubstituted Enamines and Pyrroles.

Abstract

A palladium-catalyzed intramolecular formal anti-carboamination of internal alkynes for the synthesis of tetrasubstituted enamines and pyrroles is reported. A broad range of different aniline derivatives, and also alkylated and benzylated amines, were used for the termination of the cascade. In the follow-up chemistry, we demonstrate that the TBS-protected pyrrole can be converted to a variety of other substituted pyrroles.