[1,2]-Phospha-Brook Rearrangement-Initiated Palladium-Catalyzed Cyclization Reaction of Isocyanides and o-Bromobenzaldehydes: Access to 2H-Isoindole-1-carboxamides and 2H-Isoindole-1-carbonitriles

Abstract

Herein, a [1,2]-phospha-Brook rearrangement-initiated palladium-catalyzed cyclization reaction for base-controlled selective synthesis of 2H-isoindole-1-carboxamide and 2H-isoindole-1-carbonitrile derivatives has been described. This strategy features double isocyanide insertion, efficient bond combinations, simple operation and reaction conditions. Mechanistic studies show that the [1,2]-phospha-Brook rearrangement is the key step in this reaction. This protocol offers a novel and concise strategy for the synthesis of 2H-isoindole derivatives.