A Mild, DNA-Compatible Nitro Reduction Using B2(OH)4

被引：70

作者：

Du, Huang-Chi ^{[1
]}

Simmons, Nicholas ^{[1
]}

Faver, John C. ^{[1
]}

Yu, Zhifeng ^{[1
]}

Palaniappan, Murugesan ^{[1
]}

Riehle, Kevin ^{[1
]}

Matzuk, Martin M. ^{[1
]}

机构：

[1] Baylor Coll Med, Ctr Drug Discovery, Houston, TX 77030 USA

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 07期

基金：

美国国家卫生研究院;

关键词：

ENCODED CHEMICAL LIBRARIES; METAL-FREE REDUCTION; AMINES; HYDROGENATION; DESIGN;

D O I：

10.1021/acs.orglett.9b00497

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A hypodiboric acid system for the reduction of nitro groups on DNA-chemical conjugates has been developed. This transformation provided good to excellent yields of the reduced amine product for a variety of functionalized aromatic, heterocyclic, and aliphatic nitro compounds. DNA tolerance to reaction conditions, extension to decigram scale reductions, successful use in a DNA-encoded chemical library synthesis, and subsequent target selection are also described.

引用

页码：2194 / 2199

页数：6

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