Cyclopropanation of alkenes with CH2I2/Et3Al by the phase-vanishing method based on fluorous phase screen

被引：18

作者：

Matsubara, Hiroshi ^{[1
]}

Tsukida, Masaaki ^{[1
]}

Yasuda, Shinji ^{[1
]}

Ryu, Ilhyong ^{[1
]}

机构：

[1] Osaka Prefecture Univ, Grad Sch Sci, Dept Chem, Osaka 5998531, Japan

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2008年 / 129卷 / 10期

关键词：

Fluorous solvent; Phase-vanishing; Simmons-Smith cyclopropanation; Diiodomethane; Triethylaluminum;

D O I：

10.1016/j.jfluchem.2008.06.004

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Phase-vanishing (PV) method using perfluorohexanes as a screen phase was applied to cyclopropa nation reactions with CH2I2/Et2Zn and CH2I2/Et3Al. When Et3Al was used as a carbenoid generator, the reaction proceeded smoothly and desired cyclopropane derivatives were obtained in high yield. The PV cyclopropa nation took 2 or 3 days to complete, however, reduction of reaction time by a factor of 2-3 was also achieved by vigorous stirring after the bottom CH2I2 layer disappeared. (C) 2008 Elsevier B.V. All rights reserved.

引用

页码：951 / 954

页数：4

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