Preparation of Substituted Imidazolidinones and Hydantoins by Ring-Expansion of Aziridinones

Reaction of 1,3-di-tert-butylaziridinone and other di-tert-alkylaziridinones with cyanamides produces an imidazolidinone (3 or 6) bearing the tert-alkyl substituents at positions 1 and 5 only, by selective cleavage of the acyl-nitrogen bond. Treatment of the product from the unsubstituted cyanamide...

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Main Authors: M. M., Yusoff, Talaty, Erach R., S. Asmah, Ismail, Gomez, Jaime A., Keller, Charles E., Younger, Jean M.
格式: Article
出版: Georg Thieme Verlag 1997
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在线阅读:http://dx.doi.org/10.1055/s-1997-3256
http://dx.doi.org/10.1055/s-1997-3256
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总结:Reaction of 1,3-di-tert-butylaziridinone and other di-tert-alkylaziridinones with cyanamides produces an imidazolidinone (3 or 6) bearing the tert-alkyl substituents at positions 1 and 5 only, by selective cleavage of the acyl-nitrogen bond. Treatment of the product from the unsubstituted cyanamide (3) with HNO 2 furnishes the corresponding hydantoin (5), whereas treatment with alkyl halides and base affords another imidazolidinone (7)