Palladium‐Catalyzed Aryl Amination–Heck Cyclization Cascade: A One‐Flask Approach to 3‐Substituted Indoles

Abstract

Two for the price of one: A Pd/dppf-based catalyst provides access to the title compounds from 1,2-dihalogenated aromatic compounds and allylic amines in a single reaction flask. The initial aryl amination step occurs with excellent selectivity for the aryl iodide to ensure the formation of a single indole regioisomer, which can be functionalized in situ by N-arylation (see scheme). dba=dibenzylideneacetone, dppf=1,1′-bis(diphenylphospanyl)ferrocene.