水解与 DNA 相容的腈，实现 DNA 编码文库的后期功能化

IF 2.8 4区化学 Q1 CHEMISTRY, ORGANIC

Asian Journal of Organic Chemistry Pub Date : 2024-08-25 DOI:10.1002/ajoc.202400280

Tianyang Zhang, Xianfu Fang, Xin Wang, Huicong Wang, Gong Zhang, Wei Fang, Yangfeng Li, Yizhou Li

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引用次数: 0

摘要

伯胺在有机合成和药物合成中起着至关重要的作用。在此，我们提出了一种利用过氧化氢和碳酸钾将各种 DNA 键合腈类转化为伯胺的快速便捷方法。我们对这一反应的底物范围和 DEL 兼容性进行了深入研究，发现了多种具有中等至优异转化率的底物。这种 DNA 上的转化为构建 DNA 编码文库（DELs）和实现后期功能化以扩大化学多样性带来了重大希望。我们的方法不仅凸显了该方法的多功能性，还强调了它在有机合成和药物合成中的广泛应用潜力。

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DNA-Compatible Nitriles Hydrolysis for Late-Stage Functionalization of DNA-Encoded Libraries

Primary amides play a crucial role in organic and pharmaceutical synthesis. Herein, we present a rapid and convenient method for transforming diverse DNA-conjugated nitriles into primary amides utilizing hydrogen peroxide and potassium carbonate. The substrate scope and DEL compatibility of this reaction were thoroughly investigated, revealing a wide range of substrates with moderate-to-excellent conversion. This on-DNA transformation holds significant promise for constructing DNA-encoded libraries (DELs) and enabling late-stage functionalization to expand chemical diversity. Our approach not only highlights the versatility of the method but also underscores its potential for broad applications in organic and pharmaceutical synthesis.

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来源期刊

Asian Journal of Organic Chemistry CHEMISTRY, ORGANIC-

CiteScore

4.70

自引率

3.70%

发文量

372

期刊介绍： Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.