Oxidative azacyclization of 1-monosubstituted thioureas in reaction with [bis(acyloxy)iodo]arenes to form 1,2,4-thiadiazole derivatives |
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Authors: | Elena A Mamaeva Abdigali A Bakibaev |
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Institution: | Department of Physical and Analytical Chemistry, Tomsk Polytechnic University, 30 Lenin avenue, 634050 Tomsk, Russian Federation |
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Abstract: | For the first time, derivatives of 1,2,4-thiadiazoles have been obtained by the reaction of bis(acyloxy)iodo]arenes with 1-monosubstituted thioureas. 1-Acetylthiourea is subject to intermolecular azacyclization to form 3,5-bis-(acetylamino)-1,2,4-thiadiazole in reaction with bis(acyloxy)iodo]benzene. 1-Phenylthiourea forms 3,5-bis-(phenylamino)-1,2,4-thiadiazole in a single-stage reaction with (diacetoxyiodo)benzene. The reaction of 1-phenylthiourea with bis(trifluoroacetoxy)iodo]benzene leads to the formation of 5-imino-4-phenyl-3-phenylamino-4H-1,2,4-thiadiazoline. |
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Keywords: | oxidation polyvalent iodine thioureas 1 2 4-thiadiazoles |
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