Direct evidence for the hydroxide extraction mechanism in the phase transfer catalyzed cyclopropanation of 4-halobutyronitrile in a solid-liquid system

被引：13

作者：

Cohen, S ^{[1
]}

Zoran, A ^{[1
]}

Sasson, Y ^{[1
]}

机构：

[1] Hebrew Univ Jerusalem, Casali Inst Appl Chem, IL-91904 Jerusalem, Israel

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 52期

关键词：

D O I：

10.1016/S0040-4039(98)02240-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Hoffman degradation reaction is proposed as an unequivocal proof for the validity of the extraction mechanism in Phase Transfer Catalysis (PTC) in the presence of solid NaOH. 4-Chlorobutyronitrile is found to yield cyclopropyl cyanide via an extraction route while 4-bromobutyronitrile reacts to form the same product by the prevalent interfacial mechanism. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：9815 / 9818

页数：4

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