Ni-catalyzed alkylative dimerization of vinyl Grignard reagents using alkyl fluorides

被引：74

作者：

Terao, J

Watabe, H

Kambe, N

机构：

[1] Osaka Univ, Grad Sch Engn, Dept Mol Chem & Sci, Suita, Osaka 5650871, Japan

[2] Osaka Univ, Grad Sch Engn, Technol Ctr Atom Mol & Ions Control, Suita, Osaka 5650871, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 11期

关键词：

D O I：

10.1021/ja042565r

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Alkyl halides underwent unique cross-coupling reaction with vinylmagnesium chloride in the presence of Ni catalyst to give 2-alkyl-3-butenyl Grignard reagent (1) in high yields. This reaction proceeded efficiently at 25 °C in THF using primary and secondary alkyl fluorides. On the other hand, PhCH=CHMgBr gave double alkylative vinyl coupling product 4 in good yield as the sole coupling product. Alkyl fluorides react as the most suitable alkylating reagent in comparison to the corresponding chlorides, bromides, and iodides. Copyright © 2005 American Chemical Society.

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页码：3656 / 3657

页数：2

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