Formation of grignard reagents from aryl halides:: Effective radical probes hint at a nonparticipation of dianions in the mechanism

被引：27

作者：

Bodineau, N ^{[1
]}

Mattalia, JM ^{[1
]}

Thimokhin, V ^{[1
]}

Handoo, K ^{[1
]}

Négrel, JC ^{[1
]}

Chanon, M ^{[1
]}

机构：

[1] Univ Aix Marseille 3, ESA 6009, Lab AM3, F-13397 Marseille 20, France

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 15期

关键词：

D O I：

10.1021/ol006071k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] We have prepared highly efficient radical probes 2a-b involving the hex-5-enyl rearrangement, The reaction of 2a-b with active magnesium leads to the cyclized products 4a-b, providing a direct evidence of radical intermediates during the formation of aryl Grignard reagents. The variations of yields for cyclized products 4a-b as a function of structural modifications in 2a-b suggest that the intervention of dianions is not necessary to explain the observed results.

引用

页码：2303 / 2306

页数：4

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