Ligand-Accelerated ortho-C-H Alkylation of Arylcarboxylic Acids using Alkyl Boron Reagents

被引：133

作者：

Thuy-Boun, Peter S. ^{[1
]}

Villa, Giorgio ^{[1
]}

Dang, Devin ^{[1
]}

Richardson, Paul ^{[2
]}

Su, Shun ^{[3
]}

Yu, Jin-Quan ^{[1
]}

机构：

[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

[2] Pfizer Global Res & Dev, San Diego, CA 92121 USA

[3] Bristol Myers Squibb Co, Pennington, NJ 08534 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2013年 / 135卷 / 46期

基金：

瑞士国家科学基金会;

关键词：

CROSS-COUPLING REACTIONS; PALLADIUM-CATALYZED METHYLATION; ORGANOBORON COMPOUNDS; ARYLBORONIC ACIDS; C(SP(2))-H BONDS; ARYL; ACTIVATION; HALIDES; SP(2); ARYLATION;

D O I：

10.1021/ja409014v

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A protocol for the Pd(II)-catalyzed ortho-C-H alkylation of phenylacetic and benzoic acids using alkylboron reagents is disclosed. Monoprotected amino acid ligands (MPAA) were found to significantly promote reactivity. Both potassium alkyltrifluoroborates and alkylboronic acids were compatible coupling partners. The possibility of a radical alkyl transfer to Pd(II) was also investigated.

引用

页码：17508 / 17513

页数：6

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