Palladium(II)-Catalyzed ortho Alkylation of Benzoic Acids with Alkyl Halides

被引:229
作者
Zhang, Yang-Hui [1 ]
Shi, Bing-Feng [1 ]
Yu, Jin-Quan [1 ]
机构
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
基金
美国国家卫生研究院;
关键词
alkylation; benzoic acid; benzolactones; C-H activation; C-H ACTIVATION; PALLADIUM-CATALYZED ARYLATION; ARYL HALIDES; DIRECT FUNCTIONALIZATION; COUPLING REACTIONS; BOND ACTIVATION; DERIVATIVES; CLEAVAGE; HETEROCYCLES; TOSYLATES;
D O I
10.1002/anie.200902262
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Outsmarting the competition: In the PdII-catalyzed reaction of benzoates with alkyl halides, an aryl C-H bond is activated before the competitive alkylation of the carboxylate anion can takes place. The alkylation reaction was followed by an intramolecular lactonization to give broadly useful γ- and δ-benzolactones (see scheme). © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:6097 / 6100
页数:4
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