Regio and diastereoselective addition of imidazoline 3-oxides to aryl isocyanates

Abstract

Delta(3)-imidazoline 3-oxides 1 underwent regio and diastereoselective cycloaddition with aryl isocyanates 2 to give 5,6,7.7a-tetrahydroimidazo[1.5-(b) over bar][1.2.4]oxadiazol-2(<1(H)over bar>)-ones 3 in excellent yields. Thermally and chemically induced retro cycloaddition of compounds 3 was demonstrated.