Publication details
Aromatic glyoxalimines in criss-cross cycloaddition reactions
| Authors | |
|---|---|
| Year of publication | 2004 |
| Type | Article in Periodical |
| Magazine / Source | Central European Journal of Chemistry |
| MU Faculty or unit | |
| Citation | |
| Field | Organic chemistry |
| Keywords | 1;4-diazabuta-1;3-dienes; criss-cross cycloaddition; perhydroimidazo[4;5-d]imidazole-2;5- dithiones; 1;3-dipole intermediate; 5-(4-substituted phenylamino)-3-(4-substituted phenyl)2-oxoimidazolidin-4-yl acetate |
| Description | Aromatic 1,4-diazabuta-1,3-dienes in glacial acetic acid with thiocyanates produce via criss-cross cycloaddition reactions the corresponding perhydroimidazo[4,5-d]imidazole-2,5- dithiones. When a mixture of thiocyanate and cyanate in a proper ratio was reacted together, nonsymmetrical 5-thioxo-perhydroimidazo[4,5-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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