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Aromatic glyoxalimines in criss-cross cycloaddition reactions
Authors:Verner  Ji?í  Potá?ek  Milan
Institution:(1) Department of Organic Chemistry, Faculty of Science, Masaryk University of Brno, Kotlářská 2, 611 37 Brno, Czech Republic
Abstract:Aromatic 1,4-diazabuta-1,3-dienes in glacial acetic acid with thiocyanates produce via criss-cross cycloaddition reactions the corresponding perhydroimidazo4,5-d]imidazole-2,5-dithiones. When a mixture of thiocyanate and cyanate in a proper ratio was reacted together, nonsymmetrical 5-thioxo-perhydroimidazo4,5-d]imidazole-2-ones were isolated. With cyanates substituted aromatic 1,4-diazabuta-1,3-dienes afforded product of acetic acid addition to primary formed 1,3-dipole intermediate 5-(4-substituted phenylamino)-3-(4-substituted phenyl)-2-oxoimidazolidin-4-yl acetate.
Keywords:criss-cross cycloaddition                      glyoxalimines                      aromatic 1  4-diazabuta-1  3-dienes                      substituted 3  5-diphenyl-2-oxoimidazolidin-4-yl acetate                      1  4-diphenyl-5-thioxoperhydroimidazo[4  5-d]imidazole-2-ones
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