Room temperature ring-opening cyclization reactions of 2-vinylaziridines with isocyanates, carbodiimides, and isothiocyanates catalyzed by [Pd(OAc)2]/PPh3

被引：112

作者：

Butler, DCD ^{[1
]}

Inman, GA ^{[1
]}

Alper, H ^{[1
]}

机构：

[1] Univ Ottawa, Dept Chem, Ottawa, ON K1N 6N5, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2000年 / 65卷 / 19期

关键词：

D O I：

10.1021/jo000608q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Vinylaziridines undergo cycloaddition reactions with various heterocumulenes, in the presence of [Pd(OAc)(2)] and PPh3, at room temperature and 1 atm pressure, regioselectively affording five-membered ring products in moderate to high yields. The mixture of stereoisomers obtained by reactions employing cis-1-butyl-2-vinyl-3-methylaziridine as the reactant provides evidence for a mechanism involving a eta(3)-eta(1)-eta(3) interconversion of a (pi-allyl)palladium intermediate.

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页码：5887 / 5890

页数：4

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