Tetrahedron

Cycloaddition reactions of 2, 3-didehydrothiophene generated by flow vacuum thermolysis of thiophene-2, 3-dicarboxylic anhydride

MG Reinecke, JG Newsom, KA Almqvist

Index: Reinecke, Manfred G.; Newsom, James G.; Almqvist, Anders Tetrahedron, 1981 , vol. 37, # 24 p. 4151 - 4157

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Citation Number: 10

Abstract

Flow vacuum thermolysis (FVT) of thiophene-2, 3-dicarboxylic anhydride (2) in the presence of 2, 3-dimethylbutadiene (6) gives, in addition to 5, 6-dimethylthianaphthene (9). small quantities of a dihydrodimethylthianaphthene (12) and another dimethylthianaphthene (13) which is probably also formed by dehydrogenation of 12 with chloranil. The partial structures of these minor products are consistent with their being formed by a [2+ 2]-cycloaddition ...