Studies on the [4+2] Cycloaddition Reaction of α,β-Unsaturated Thiocarbonyl System

Chem. J. Chinese Universities ›› 1989, Vol. 10 ›› Issue (11): 1095.

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Studies on the [4+2] Cycloaddition Reaction of α,β-Unsaturated Thiocarbonyl System

Zhang Mingzhe, Zhang Yongliang

Department of Chemistry, Peking University, Beijing

Received:1988-06-06 Online:1989-11-24 Published:1989-11-24

Abstract

Abstract: In order to study the behavior of α,β-unsaturated thiocarbonyl system in [4 + 2] cycloaddi-tion reaction, some 5-arylidenethiazolidine-2,4-dithiones were reacted with several dienophiles such as N-phenylmaleimide, ethyl acrylate, acrylonitrile and maleic anhydride.Twelve 5,6-disubstituted-4-aryl-5,6-dihydrothiapyrano[2, 3-d]-thiazoline-2-thiones were given.Ahigher regioselectivity is shown in this kind of reaction.The reaction conditions and the reactivities of the reactants are discussed.

Key words: [4+2] Cycloaddition, 5-Arylidenethiazolidine-2,4-dithione, Regioselectivity

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Zhang Mingzhe, Zhang Yongliang . Studies on the [4+2] Cycloaddition Reaction of α,β-Unsaturated Thiocarbonyl System[J]. Chem. J. Chinese Universities, 1989, 10(11): 1095.

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Studies on the [4+2] Cycloaddition Reaction of α,β-Unsaturated Thiocarbonyl System

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