Reductive coupling of 2,2'-dinitrobiphenyls into benzo[c]cinnolines with NaHS.

IF 3.9 2区 化学 Q2 CHEMISTRY, APPLIED Molecular Diversity Pub Date : 2025-02-04 DOI:10.1007/s11030-024-11087-1
Pingbing Yu, Zhaoyue Wen, Chun Wang, Jianlian Wu, Tie-Gen Chen, Wei Chen
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Abstract

An efficient and selective method for the reduction of 2,2'-dinitrobiphenyls with NaHS to prepare benzo[c]cinnoline and benzo[c]indole N-oxide was developed. This reductive coupling protocol proceeded as quick as 20 min, and gave moderate to good yields under ambient conditions. It was straightforward and easily scalable to produce various of benzo[c]cinnoline derivatives with diverse substitution patterns.

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本研究开发了一种用 NaHS 还原 2,2'-二硝基联苯以制备苯并[c]噌啉和苯并[c]吲哚 N-氧化物的高效、选择性方法。该还原偶联方案最快可在 20 分钟内完成,并在环境条件下获得中等至良好的产率。该方法简单易行,易于扩展,可制备具有不同取代模式的各种苯并[c]噌啉衍生物。
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来源期刊
Molecular Diversity
Molecular Diversity 化学-化学综合
CiteScore
7.30
自引率
7.90%
发文量
219
审稿时长
2.7 months
期刊介绍: Molecular Diversity is a new publication forum for the rapid publication of refereed papers dedicated to describing the development, application and theory of molecular diversity and combinatorial chemistry in basic and applied research and drug discovery. The journal publishes both short and full papers, perspectives, news and reviews dealing with all aspects of the generation of molecular diversity, application of diversity for screening against alternative targets of all types (biological, biophysical, technological), analysis of results obtained and their application in various scientific disciplines/approaches including: combinatorial chemistry and parallel synthesis; small molecule libraries; microwave synthesis; flow synthesis; fluorous synthesis; diversity oriented synthesis (DOS); nanoreactors; click chemistry; multiplex technologies; fragment- and ligand-based design; structure/function/SAR; computational chemistry and molecular design; chemoinformatics; screening techniques and screening interfaces; analytical and purification methods; robotics, automation and miniaturization; targeted libraries; display libraries; peptides and peptoids; proteins; oligonucleotides; carbohydrates; natural diversity; new methods of library formulation and deconvolution; directed evolution, origin of life and recombination; search techniques, landscapes, random chemistry and more;
期刊最新文献
Click Chemistry: an overview and recent updates in the medicinal attributes of click-derived heterocycles. In silico screening of natural compounds as potential inhibitors against SecA protein of Acinetobacter baumannii. Metagenomic analysis and proteins prediction of emerging pathogens in artisanal cheese. Reductive coupling of 2,2'-dinitrobiphenyls into benzo[c]cinnolines with NaHS. 1-Styryl-1,3-diketones in the synthesis of spiro[oxindole-3,2'-pyrrolidines] with notable anticancer activity.
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