In Situ Generation and Trapping of Aryllithium and Arylpotassium Species by Halogen, Sulfur, and Carbon Electrophiles

被引：62

作者：

Popov, Ilya ^{[1
]}

Do, Hien-Quang ^{[1
]}

Daugulis, Olafs ^{[1
]}

机构：

[1] Univ Houston, Dept Chem, Houston, TX 77204 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 21期

关键词：

C-H BONDS; DIRECTED ORTHO-METALATION; COUPLING REACTION; DERIVATIVES; IMIDAZOLES; AROMATICS; EXCHANGE; BASE;

D O I：

10.1021/jo9015369

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general method has been developed for in situ trapping of arylmetal intermediates by halogen, sulfur, ketone, and aldehyde electrophiles affording the functionalization of the most acidic position in arene Pentafluorobenzene, benzothiazole,and benzoxazole can be functionalized by using K3PO4 base. For less acidic arenes, tBuOLi base is required. Arenes with DMSO pK(a) values of 35 or less are reactive.

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收藏

页码：8309 / 8313

页数：5

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