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[摘要]:Treatment of 3-aryl-2-thioxo1,3-thiazolidin-4-ones 1 with CN- and NCO- effected the ring clevage providing [(cyanocarbonothioyl)amino]benzene 4 and arylisothiocyanates 5, respectively. Similar treatment of 5-(2-aryl-2-oxoethyl) derivatives 2 afforded 2,4-bis(2-aryl-2-oxoethylidene)cyclobutane-1,3-diones 6 along with each of the preceeding products. Treatment of the respective (E, Z)-5-(2-aryl-2-oxoethylidene) analogues 3b and 3c with CN- gave 4b and 4c and 2-(acrylcarbonyl)-2-methoxy-4-oxopentanedonitriles 7b and 7c, in addition to 3,6-bis[2-(4-cholorophenyl)-1-methoxy-2-oxoethylidene]-1,4-dithiane-2,5-dione 8c, which has been generated from 3c. Reactions of 3c or 3d with NCO provided 5c or 5d, together with 8c or 8d as pure isomers. In the formation of the MeO products 7 and 8, the solvent (MeOH) has participated. Structures of these products are based on microanalytical and spectroscopic data. Rationalizations for the above transformations are given. |
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