Stereospecific preparation of (2E, 4Z)-monofluorodienyl esters by the Heck reaction of high E/Z ratio 1-bromo-1-fluorostyrenes

被引：10

作者：

Xu, JJ ^{[1
]}

Burton, DJ ^{[1
]}

机构：

[1] Univ Iowa, Dept Chem, Iowa City, IA 52242 USA

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2004年 / 125卷 / 05期

基金：

美国国家科学基金会;

关键词：

1-bromo-1-fluorostyrene; isomerization; Heck reaction; fluorinated dienes; palladium catalysis;

D O I：

10.1016/j.jfluchem.2003.12.005

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

High E/Z ratio (E/Z > 75:25) 1-bromo-1-fluorostyrenes, which were prepared by isomerization of 1-bromo-1-fluorostyrenes (E/Z 1:1), underwent the Heck reaction with methyl acrylate, and (2E, 4Z)-methyl 5-aryl-4-fluoropenta-2,4-dienoates were successfully isolated. Heck reactions of (Z)-1-bromo-1-fluorostyrenes also occur. However, the products are difficult to separate in a pure form, since they have an obvious tendency to isomerize on a silica gel column. (C) 2003 Elsevier B.V. All rights reserved.

引用

页码：725 / 730

页数：6

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