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锌/碘化亚铜介导的卤代烃与乙烯基砜、乙烯基磺酸酯和乙烯基磺酰胺的偶联反应。

Zn/CuI-mediated coupling of alkyl halides with vinyl sulfones, vinyl sulfonates, and vinyl sulfonamides.

作者信息

Zhao Matthew M, Qu Chuanxing, Lynch Joseph E

机构信息

Process Research, Merck Research Laboratories, Merck & Co., Inc., P.O. Box 2000, Rahway, NJ 07065, USA.

出版信息

J Org Chem. 2005 Aug 19;70(17):6944-7. doi: 10.1021/jo050500g.

Abstract

A novel high-yielding Zn/CuI-mediated coupling method of alkyl halides with vinyl sulfones, vinyl sulfonates, and vinyl sulfonamides is described. This protocol is applicable for primary, secondary, and tertiary alkyl iodides and bromides. Alkyl chlorides and aryl and vinyl halides were unreactive under the reaction conditions. Formamide was found to be a superior solvent for obtaining high yields.

摘要

描述了一种新型的高产率锌/碘化亚铜介导的卤代烷与乙烯基砜、乙烯基磺酸酯和乙烯基磺酰胺的偶联方法。该方案适用于伯、仲和叔烷基碘化物和溴化物。在反应条件下,烷基氯化物以及芳基和乙烯基卤化物没有反应活性。发现甲酰胺是获得高产率的优良溶剂。

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