Ionic-liquid-supported copper-promoted synthesis of 3,5-disubstituted-1,2,4-triazoles†

IF 2.7 3区 化学 Q1 CHEMISTRY, ORGANIC
Soumyadip Das , Badruzzaman Choudhury , Barnali Maiti , Kaushik Chanda
{"title":"Ionic-liquid-supported copper-promoted synthesis of 3,5-disubstituted-1,2,4-triazoles†","authors":"Soumyadip Das ,&nbsp;Badruzzaman Choudhury ,&nbsp;Barnali Maiti ,&nbsp;Kaushik Chanda","doi":"10.1039/d4ob01625d","DOIUrl":null,"url":null,"abstract":"<div><div>The synthesis of triazoles plays an important role in drug discovery research. 1,2,4-triazoles are considered significant scaffolds among several bioactive heterocycles due to their extensive use in the pharmaceutical and agrochemical sectors. Consequently, the importance of the synthesis of 1,2,4-triazoles <em>via</em> a sustainable method has increased. Herein, we have utilized an ionic-liquid-supported copper(<span>ii</span>) catalyst for the synthesis of 1,2,4-triazoles from benzonitrile derivatives and primary amines under neat conditions both in thermal and microwave heating approaches. Our approach furnished excellent yields of the target moieties () in a comparatively short reaction time. This synthetic protocol provides the advantage of synthesizing a couple of C–N bonds and an N–N bond simultaneously from easily accessible amines and nitriles in a simple pathway <em>via</em> a sustainable approach.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"23 8","pages":"Pages 2000-2009"},"PeriodicalIF":2.7000,"publicationDate":"2025-01-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1477052024011339","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

Abstract

The synthesis of triazoles plays an important role in drug discovery research. 1,2,4-triazoles are considered significant scaffolds among several bioactive heterocycles due to their extensive use in the pharmaceutical and agrochemical sectors. Consequently, the importance of the synthesis of 1,2,4-triazoles via a sustainable method has increased. Herein, we have utilized an ionic-liquid-supported copper(ii) catalyst for the synthesis of 1,2,4-triazoles from benzonitrile derivatives and primary amines under neat conditions both in thermal and microwave heating approaches. Our approach furnished excellent yields of the target moieties () in a comparatively short reaction time. This synthetic protocol provides the advantage of synthesizing a couple of C–N bonds and an N–N bond simultaneously from easily accessible amines and nitriles in a simple pathway via a sustainable approach.

Abstract Image

离子液体负载铜促进3,5-二取代-1,2,4-三唑的合成。
三唑类化合物的合成在药物发现研究中起着重要作用。1,2,4-三唑被认为是几种生物活性杂环化合物中重要的支架,因为它们在制药和农用化学品领域得到了广泛的应用。因此,通过可持续的方法合成1,2,4-三唑的重要性增加了。在此,我们利用离子液体负载的铜(II)催化剂,在热加热和微波加热两种条件下,以苯腈衍生物和伯胺为原料合成1,2,4-三唑。我们的方法在相对较短的反应时间内提供了目标部分(7a-r)的优异收率。该合成方案的优点是通过可持续的方法,以简单的途径同时从容易获得的胺和腈中合成一对C-N键和一个N-N键。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
Organic & Biomolecular Chemistry
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.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信