Oxidative C–N coupling of azoles with cycloheptatriene using an oxoammonium salt bearing the nitrate anion

Abstract

A methodology is reported for the synthesis of substituted 1,3,5-cycloheptatrienes by means of an oxoammonium salt mediated C–N coupling of azoles with cycloheptatriene. The approach does not require pre-functionalised starting materials, external bases, and excess reagents, and it proceeds under mild conditions. The reaction shows substrate compatibility across a diverse range of azole nucleophiles, and is scalable by employing microwave heating.