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使用乙烯作为试剂,通过一锅两步赫克策略制备不对称取代的芪类化合物。

Preparation of nonsymmetrically substituted stilbenes in a one-pot two-step heck strategy using ethene as a reagent.

作者信息

Kormos Chad M, Leadbeater Nicholas E

机构信息

Department of Chemistry, University of Connecticut, Storrs, CT 06269-3060, USA.

出版信息

J Org Chem. 2008 May 16;73(10):3854-8. doi: 10.1021/jo800235c. Epub 2008 Apr 15.

Abstract

We present here a strategy for the preparation of nonsymmetrically substituted stilbenes using a one-pot two-step double Heck strategy. First a protocol is developed for the selective preparation of a range of styrenes using ethene as the alkene coupling partner. Then conditions are found for the effective coupling of the styrenes with aryl halides using a 1:1 stoichiometric ratio of the two components. The use of the microwave apparatus to perform the reactions offers a convenient method for synthesis as well as for safely, easily, and accurately loading vessels with gaseous reagents.

摘要

我们在此展示一种使用一锅两步双Heck策略制备不对称取代芪的方法。首先开发了一种使用乙烯作为烯烃偶联伙伴选择性制备一系列苯乙烯的方案。然后找到了使用两种组分1:1化学计量比使苯乙烯与芳基卤化物有效偶联的条件。使用微波仪器进行反应为合成以及安全、轻松且准确地向容器中装入气态试剂提供了一种便捷方法。

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