Regiospecific Inverse-Electron-Demand Diels–Alder Reaction of Simultaneously Electrogenerated Diene and Dienophile: An Expeditious Route to Polyfunctionalized 1,4-Benzoxazine Derivatives

The regiospecific cycloaddition of an o-quinone imine and a highly reactive enamine, which are electrogenerated simultaneously, can be carried out at ambient temperature in the absence of catalyst. This reaction is a powerful tool for the one-pot synthesis of new polyfunctionalized 1,4-benzoxazine derivatives (see scheme).