Formation of 3-pyrrolin-2-one or imidazolidine derivatives by slow dimerization of N-substituted aziridine-2-carboxylates

被引：0
|
作者：
Yu. V. Tomilov
G. P. Okonnishnikova
E. V. Shulishov
V. A. Korolev
机构：
[1] Russian Academy of Sciences,N. D. Zelinsky Institute of Organic Chemistry
来源：
Russian Chemical Bulletin | 2005年 / 54卷
关键词：
aziridine-2-carboxylates; imidazolidine-2,4-dicarboxylates; 3-amino-3-pyrrolin-2-ones; isomerization; condensation;
D O I：
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学科分类号：
摘要：
Prolonged storage (45–60 days) of N-methyl- or N-cyclopropylaziridine-2-carboxylates leads to their dimerization through the N—C(3) bond cleavage to form 1,3-disubstituted 2-methylimidazolidine-2,4-dicarboxylates in high yields. Prolonged storage of 1-benzyl-aziridine-2-carboxylate (like the reactions of alkyl pyruvates with primary amines) results in cyclocondensation to yield 3-pyrrolin-2-one derivative.
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页码：1052 / 1056
页数：4
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