Allyl-Palladium-Catalyzed α,β-Dehydrogenation of Carboxylic Acids via Enediolates

被引：61

作者：

Zhao, Yizhou ^{[1
]}

Chen, Yifeng ^{[1
,2
]}

Newhouse, Timothy R. ^{[1
]}

机构：

[1] Yale Univ, Dept Chem, 225 Prospect St,POB 208107, New Haven, CT 06511 USA

[2] East China Univ Sci & Technol, Sch Chem & Mol Engn, 130 Mei Long Rd, Shanghai 200237, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2017年 / 56卷 / 42期

基金：

美国国家科学基金会;

关键词：

carbanions; carboxylic acids; dehydrogenation; palladium; synthetic methods; BETA-OXIDATION; CINNAMIC-ACIDS; BOND FORMATION; FATTY-ACIDS; C-BOND; DEHYDROGENATION; ALKYLATION; COMPLEXES; CHEMISTRY; AROMATICS;

D O I：

10.1002/anie.201706893

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A highly practical and step-economic alpha,beta-dehydrogenation of carboxylic acids via enediolates is reported through the use of allyl-palladium catalysis. Dianions underwent smooth dehydrogenation when generated using Zn(TMP)(2)center dot 2LiCl as a base in the presence of excess ZnCl2, thus avoiding the typical decarboxylation pathway of these substrates. Direct access to 2-enoic acids allows derivatization by numerous approaches.

引用

页码：13122 / 13125

页数：4

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