Palladium-Catalyzed Hydroxycarbonylation of (Hetero)aryl Halides for DNA-Encoded Chemical Library Synthesis

被引：27

作者：

Li, Jian-Yuan ^{[1
]}

Miklossy, Gabriella ^{[1
]}

Modukuri, Ram K. ^{[1
]}

Bohren, Kurt M. ^{[1
]}

Yu, Zhifeng ^{[1
]}

Palaniappan, Murugesan ^{[1
]}

Faver, John C. ^{[1
]}

Riehle, Kevin ^{[1
]}

Matzuk, Martin M. ^{[1
]}

Simmons, Nicholas ^{[1
]}

机构：

[1] Baylor Coll Med, Ctr Drug Discovery, Dept Pathol & Immunol, Houston, TX 77030 USA

来源：

BIOCONJUGATE CHEMISTRY | 2019年 / .30卷 / 08期

基金：

美国国家卫生研究院;

关键词：

SOLUBLE EPOXIDE HYDROLASE; COUPLING REACTIONS; SELECTION METHODS; SUZUKI-MIYAURA; ARYL HALIDES; INHIBITORS; OPTIMIZATION; EFFICIENT; LIGANDS; SYSTEM;

D O I：

10.1021/acs.bioconjchem.9b00447

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

A strategy for DNA-compatible, palladium-catalyzed hydroxycarbonylation of (hetero)aryl halides on DNA-chemical conjugates has been developed. This method generally provided the corresponding carboxylic acids in moderate to very good conversions for (hetero)aryl iodides and bromides, and in poor to moderate conversions for (hetero)aryl chlorides. These conditions were further validated by application within a DNA-encoded chemical library synthesis and subsequent discovery of enriched features from the library in selection experiments against two protein targets.

引用

页码：2209 / 2215

页数：7

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