Access to N-unprotected 2-amide-substituted indoles from Ugi adducts via palladium-catalyzed intramolecular cyclization of o-iodoanilines bearing furan rings

Abstract

A variety of N-unprotected 2-amide-substituted indoles were synthesized from readily available furfural-based Ugi adducts in moderate to good yields via palladium-catalyzed intramolecular cyclization of o-iodoanilines bearing furan rings. These reactions involved a cascade sequence consisting of dearomatizing arylation, opening of the furan ring, and deprotection of the N atom.