Aromatic glyoxalimines in criss-cross cycloaddition reactions

• Authors: Jiří Verner , Milan Potáček
• Languages of publication: EN

Abstracts

EN

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.

Keywords

EN

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

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2004
• Volume: 2
• Issue: 1
• Pages: 220-233

Dates

published

1 - 3 - 2004

online

1 - 3 - 2004

Contributors

author

Jiří Verner

• Department of Organic Chemistry, Faculty of Science, Masaryk University of Brno, Kotlářská 2, 611 37, Brno, Czech Republic

author

Milan Potáček

• Department of Organic Chemistry, Faculty of Science, Masaryk University of Brno, Kotlářská 2, 611 37, Brno, Czech Republic

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Identifiers

DOI

10.2478/BF02476192