CYCLOADDITION REACTIONS OF ARYL 2-FURYL THIONES AND ARYL 2-THIENYL THIONES WITH MALEIC ANHYDRIDE AND 2-NORBORNENE

Abstract

Abstract The reactions of aryl 2-furyl thiones with maleic anhydride and 2-norbornene gave 1,4-cycloadducts. The reactions of aryl 2-thienyl thiones with maleic anhydride gave aromatized and oxidized 1,4-cycloadducts, while the reaction with 2-norbornene gave only normal 1,4-cycloadducts. In these reactions, one of the double bond in the furan or thiophene ring and the thiocarbonyl group reacted as a hetero diene system.