Taming Gold(I)–Counterion Interplay in the De‐aromatization of Indoles with Allenamides

Abstract

A careful interplay between the π electrophilicity of a cationic Au(I) center and the basicity of the corresponding counterion allowed for the chemo- and regioselective inter- as well as intramolecular de-aromatization of 2,3-disubstituted indoles with allenamides. The silver-free bifunctional Lewis acid/Brønsted base complex [{2,4-(tBu)2C6H3O}3PAuTFA] assisted the formation of a range of densely functionalized indolenines under mild conditions.