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

M. M., Yusoff and Talaty, Erach R. and S. Asmah, Ismail and Gomez, Jaime A. and Keller, Charles E. and Younger, Jean M. (1997) Preparation of Substituted Imidazolidinones and Hydantoins by Ring-Expansion of Aziridinones. Synlett, 6. pp. 683-684. ISSN 0936-5214, ESSN: 1437-2096

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Abstract

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)

Item Type: Article
Additional Information: Please click to official URL. IF:2.66 Cited by 8
Uncontrolled Keywords: Aziridinones; Ring-opening; Substituted imidazolidinones; Hydantoins; pKa values
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Faculty/Division: Faculty of Industrial Sciences And Technology
Depositing User: Prof. Dr. Mashitah Mohd Yusoff
Date Deposited: 29 Jan 2014 07:57
Last Modified: 22 Jan 2018 01:37
URI: http://umpir.ump.edu.my/id/eprint/4784
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