Peptidic macrocyclization via palladium-catalyzed chemoselective indole C-2 arylation

被引：87

作者：

Dong, Huijun ^{[1
]}

Limberakis, Chris ^{[2
]}

Liras, Spiros ^{[2
]}

Price, David ^{[2
]}

James, Keith ^{[1
]}

机构：

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

[2] Pfizer Worldwide R&D, Groton, CT 06340 USA

来源：

CHEMICAL COMMUNICATIONS | 2012年 / 48卷 / 95期

关键词：

BIOACTIVE PEPTIDES; ROOM-TEMPERATURE; STABILITY; DRUG; PERMEABILITY; STRATEGIES; PROTEASES;

D O I：

10.1039/c2cc36962a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A highly efficient macrocyclization reaction has been developed via the palladium-catalyzed C-H arylation of the side-chains of tryptophan with halophenyl-containing amino acids. This method allows for direct access to 15- to 25-membered biaryl macrocycles in 40-75% yield, at moderate concentration, with C-H arylation proceeding exclusively at the C-2 position of the tryptophan indole.

引用

收藏

页码：11644 / 11646

页数：3

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