吡啶基环化法合成多取代二氢呋喃的dna相容性。

IF 2.9 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2025-01-17 DOI:10.1039/d4ob02089h

Xianfu Fang, Xianguo Ning, Yangfeng Li, Gong Zhang, Xiaohong Fan, Yizhou Li

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引用次数: 0

摘要

在dna编码文库中合成化学上多样化的杂环支架是非常需要的。我们在此报道了一种方便的一锅多组分dna合成策略，通过吡啶基环化提供多取代的2,3-二氢呋喃支架。在温和的反应条件下，该反应对范围广泛的dna共轭醛、β-酮腈和吡啶盐表现出中等到优异的转化。此外，通过酶促DNA连接、PCR扩增和模拟文库合成验证了该策略与DEL构建的兼容性。

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DNA-compatible one-pot synthesis of multi-substituted dihydrofuran via pyridinium ylide-mediated cyclization.

Synthesis of chemically diverse heterocyclic scaffolds in DNA-encoded libraries is highly demanded. We herein reported a convenient one-pot multi-component on-DNA synthetic strategy to afford multi-substituted 2,3-dihydrofuran scaffolds via pyridinium ylide-mediated cyclization. This reaction exhibited modest to excellent conversions for a broad range of DNA-conjugated aldehydes, β-ketonitriles and pyridinium salts under mild reaction conditions. Furthermore, the compatibility of this strategy with DEL construction was verified by enzymatic DNA ligation, PCR amplification and mock library synthesis.

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来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.