Abstract An efficient and versatile one-pot synthesis of 3, 6a-epoxyisoindoles annelated with oxazine, oxazole, thiazine, thiazole, pyrimidine fragments and with their benzoannelated analogues is presented. The method is based on tandem N-acylation/intramolecular cycloaddition (the intramolecular Diels–Alder reaction of furan, IMDAF) reaction between α, β-unsaturated acid anhydrides and α-furyl substituted azaheterocycles. The latter can be ...