An unusual reaction of propargylamines with CH2I2 and Et3Al

被引：3

作者：

Ramazanov, I. R. ^{[1
]}

Yaroslavova, A. V. ^{[1
]}

Khalilov, L. M. ^{[1
]}

Dzhemilev, U. M. ^{[1
]}

Nefedov, O. M. ^{[2
]}

机构：

[1] Russian Acad Sci, Inst Petr Chem & Catalysis, Ufa 450075, Bashkortostan, Russia

[2] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Moscow 119991, Russia

来源：

RUSSIAN CHEMICAL BULLETIN | 2010年 / 59卷 / 08期

关键词：

cyclopropanes; propargylamines; diiodomethane; triethylaluminum; CYCLOPROPANATION;

D O I：

10.1007/s11172-010-0293-y

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

N-{2-[(1-R-Cyclopropyl)methyl]prop-2-enyl}-N,N-dimethylamines were prepared in 80-90% yields by the reaction (5 h, 23-25 C) of propargylamines R-C=C-CH2NMe2 (where R = alkyl, Ph) with a system of reactants CH2I2-Et3Al taken in the molar ratio [propargylamine]: [Et3Al]: [CH2I2] = 1: 6: 6. In the case of phenyl-substituted propargyl- amine, N-({1-[(1-phenylcyclopropyl)methyl]cyclopropyl}methyl)-N,N-dimethylamine is selectively formed in 76% yield upon the elongation of the reaction time to 4 days.

引用

页码：1668 / 1670

页数：3

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