PALLADIUM-CATALYZED VINYLIC HYDROGEN SUBSTITUTION REACTIONS WITH ARYL, BENZYL, AND STYRYL HALIDES
PALLADIUM-CATALYZED VINYLIC HYDROGEN SUBSTITUTION REACTIONS WITH ARYL, BENZYL, AND STYRYL HALIDES
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DOI：
10.1021/jo00979a024
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发表时间：
1972-01-01
影响因子：
3.6
通讯作者：
NOLLEY, JP
中科院分区：
文献类型：
--
作者：
HECK, RF;NOLLEY, JP
芳基、苄基和苯乙烯基卤化物在受阻胺和催化量的钯金属存在下与烯烃化合物反应生成乙烯基衍生物，其中芳基、苄基或苯乙烯基团取代了原始烯烃的乙烯基氢。这些反应很容易在100℃发生，产率通常很高。Mizoroki1和他的同事最近报道了一种钯催化的烯烃化合物与芳基碘和醋酸钾在120℃的甲醇中的芳基化反应。我们独立地发现了这一反应，并发现它可以在比Mizoroki使用的更方便的实验室条件下进行，并且该反应为制备各种烯烃化合物提供了一种极其方便的方法。
Aryl, benzyl, and styryl halides react with olefinic compounds in the presence of a hindered amine and a cat-alytic amount of palladium metal to form vinylic derivatives in which the aryl, benzyl, or styryl group has re-placed a vinylic hydrogen of the original olefin. The reactions occur readily at 100 and yields are generally good.Mizoroki1 and coworkers have recently reported a palladium-catalyzed arylation reaction of olefinic com-pounds with aryl iodides and potassium acetate in methanol at 120. We have independently discovered this reaction and find that it can be carried out under much more convenient laboratory conditions than were used by Mizoroki and that the reaction provides an extremely convenient method for preparing a variety of olefinic compounds.