Aromatic glyoxalimines in criss-cross cycloaddition reactions |
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Authors: | Verner Ji?í Potá?ek Milan |
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Institution: | (1) Department of Organic Chemistry, Faculty of Science, Masaryk University of Brno, Kotlářská 2, 611 37 Brno, Czech Republic |
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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. |
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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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