Rh(III)‐Catalyzed Annulation of (Het)aryl Amides with α‐Allenyl‐Containing α‐Amino Acid Derivatives

Abstract

An efficient pathway to a new series of CF₃‐substituted α‐amino acid derivatives decorated with pharmacophore isoquinolone and pyrimido[1,6‐a]indolone cores has been developed. The method includes Rh(III)‐catalyzed C−H activation/[4+2]‐annulation of N‐(pivaloyloxy)‐substituted aryl hydroxamates and indole‐1‐carboxamides with readily available allenyl‐containing α‐amino carboxylates and their phosphorus analogues. It was established that the reactions occur via Rh‐σ‐alkenyl intermediates to provide new C−C bond forming process with the participation of terminal carbon atom of allene moiety.