Green and Convenient Synthesis of Pharmaceutically Active Mono and Bis-dihydroquinazolines via a One-pot Multicomponent Reaction Under Sulfamic Acid Catalysis

IF 17.7 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Accounts of Chemical Research Pub Date : 2024-06-01 DOI:10.2174/2213346110666230809141555
Amir Samiei, Mohammad Ali Bodaghifard, M. Hamidinasab
{"title":"Green and Convenient Synthesis of Pharmaceutically Active Mono and\nBis-dihydroquinazolines via a One-pot Multicomponent Reaction Under\nSulfamic Acid Catalysis","authors":"Amir Samiei, Mohammad Ali Bodaghifard, M. Hamidinasab","doi":"10.2174/2213346110666230809141555","DOIUrl":null,"url":null,"abstract":"\n\nMulticomponent reactions (MCRs) and green chemistry are essential criteria for\nthe development of efficient chemical syntheses for valuable organic compounds.\n\n\n\nThe design, synthesis, and development of sustainable procedures for the production of novel\nbiological and pharmaceutical molecules have gained high importance. Herein, an environmentally benign\nsynthesis of mono- and bis-2,3-dihydroquinazolin-4(1H)-ones as pharmaceutically active compounds\nwas carried out in good to high yields of 80-99% within 45-120 minutes.\n\n\n\nThe desired products were synthesized via three-component and pseudo five-component condensations\nof isatoic anhydride, a primary amine (aniline or ammonium acetate), and an aldehyde/dialdehyde\nusing sulfamic acid (20%) as a solid acidic catalyst under the solvent-free condition at 100°C.\n\n\n\nThe easy work-up procedure, metal-free and environmentally benign catalyst, green reaction\nconditions for performing MCRs, and high yields of pure products are some advantages of the presented\nprotocol.\n","PeriodicalId":1,"journal":{"name":"Accounts of Chemical Research","volume":"4 5","pages":""},"PeriodicalIF":17.7000,"publicationDate":"2024-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Accounts of Chemical Research","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.2174/2213346110666230809141555","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

Abstract

Multicomponent reactions (MCRs) and green chemistry are essential criteria for the development of efficient chemical syntheses for valuable organic compounds. The design, synthesis, and development of sustainable procedures for the production of novel biological and pharmaceutical molecules have gained high importance. Herein, an environmentally benign synthesis of mono- and bis-2,3-dihydroquinazolin-4(1H)-ones as pharmaceutically active compounds was carried out in good to high yields of 80-99% within 45-120 minutes. The desired products were synthesized via three-component and pseudo five-component condensations of isatoic anhydride, a primary amine (aniline or ammonium acetate), and an aldehyde/dialdehyde using sulfamic acid (20%) as a solid acidic catalyst under the solvent-free condition at 100°C. The easy work-up procedure, metal-free and environmentally benign catalyst, green reaction conditions for performing MCRs, and high yields of pure products are some advantages of the presented protocol.
查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
在氨基磺酸催化下通过单锅多组分反应绿色便捷地合成具有药用活性的单双二氢喹唑啉类化合物
多组分反应(MCR)和绿色化学是开发有价值有机化合物高效化学合成的基本标准。在本文中,一种单-和双-2,3-二氢喹唑啉-4(1H)-酮类药物活性化合物的无害环境合成得以实现,在 45-120 分钟内达到 80-99% 的高产率。在 100°C 无溶剂条件下,以氨基磺酸(20%)为固体酸性催化剂,通过异酸酐、伯胺(苯胺或醋酸铵)和醛/二醛的三组分和假五组分缩合合成了所需产物。
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 去求助
来源期刊
Accounts of Chemical Research
Accounts of Chemical Research 化学-化学综合
CiteScore
31.40
自引率
1.10%
发文量
312
审稿时长
2 months
期刊介绍: Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.
期刊最新文献
Corrigendum to "Do All Isolated Traumatic Subarachnoid Hemorrhages Need to Be Transferred to a Level 1 Trauma Center?" Function Decoupling and Modular Platform: Emerging Design Principles for MOF Luminescent Sensing. Issue Editorial Masthead Issue Publication Information Photon Avalanching Nanoparticles
×
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
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术
文献互助 智能选刊 最新文献 互助须知 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 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1