A Simple Base-Mediated Halogenation of Acidic sp2 C-H Bonds under Noncryogenic Conditions

被引：43

作者：

Do, Hien-Quang ^{[1
]}

Daugulis, Olafs ^{[1
]}

机构：

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

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 02期

关键词：

COPPER-CATALYZED ARYLATION; TERT-BUTYL; ORGANOMETALLICS; ELECTROPHILES; METALATION; AROMATICS; EXCHANGE; REAGENTS; STRATEGY;

D O I：

10.1021/ol802411f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new method has been developed for in situ halogenation of acidic Sp(2) carbon-hydrogen bonds in heterocycles and electron-deficient arenes. Either selective monohalogenation or one-step exhaustive polyhalogenation is possible for substrates possessing several C-H bonds that are flanked by electron-withdrawing groups. For the most acidic arenes, such as pentafluorobenzene, K3PO4 base can be employed instead of BuLi for metalation/halogenation sequences.

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页码：421 / 423

页数：3

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