Competing Intra‐ vs Intermolecular Nitrene Transfer in the [Au]‐Catalysed Reaction of 2‐Alkynylphenylazides

Abstract

AbstractThe possibility of interrupting the gold‐catalysed intramolecular cyclization of 2‐alkynylphenylazide derivatives, employing known nitrene transfer reagents such as anthranil and its isomer 1,2‐benzisoxazole, has been attempted in search of developing simple tools for product diversification. With 1,2‐benzisoxazoles, the intermolecular nitrene transfer leading to quinazoline is competitive with intramolecular azidoalkyne cyclization resulting in spiro indol‐3‐ylidene derivatives. However, in case of the reaction in the presence of anthranil, both intra‐ and intermolecular nitrene transfer processes result in the same product indol‐3‐ylidene.magnified image