An Acetic Acid-Promoted Strecker Type Reaction of N,N-Disubstituted Aminomalononitriles: An Efficient Way for the Construction of α-Aminonitriles

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC Journal of Organic Chemistry Pub Date : 2025-03-25 DOI:10.1021/acs.joc.4c02945
Bo-Wen Wang, Yan-Lin Pu, Run-Ze Li, Bai-Yang Li, Hai-Juan Jiao, Yin-Liang Bai, Wen Bao, Ye Zhang, Dao-Yong Zhu, Shao-Hua Wang
{"title":"An Acetic Acid-Promoted Strecker Type Reaction of N,N-Disubstituted Aminomalononitriles: An Efficient Way for the Construction of α-Aminonitriles","authors":"Bo-Wen Wang, Yan-Lin Pu, Run-Ze Li, Bai-Yang Li, Hai-Juan Jiao, Yin-Liang Bai, Wen Bao, Ye Zhang, Dao-Yong Zhu, Shao-Hua Wang","doi":"10.1021/acs.joc.4c02945","DOIUrl":null,"url":null,"abstract":"A Strecker type reaction between aldehydes and readily available <i>N,N</i>-disubstituted aminomalononitriles has been realized for the first time to give an alternative strategy for the synthesis of α-aminonitriles. This reaction features broad substrate scope and the use of water as solvent, and its utility has been supported by the formal synthesis of racemic Clopidogrel and a 3-aminoindole type of compound.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"57 1","pages":""},"PeriodicalIF":3.6000,"publicationDate":"2025-03-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1021/acs.joc.4c02945","RegionNum":2,"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

A Strecker type reaction between aldehydes and readily available N,N-disubstituted aminomalononitriles has been realized for the first time to give an alternative strategy for the synthesis of α-aminonitriles. This reaction features broad substrate scope and the use of water as solvent, and its utility has been supported by the formal synthesis of racemic Clopidogrel and a 3-aminoindole type of compound.

Abstract Image

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
醋酸促进N,N-二取代氨基单腈的链式反应:构建α-氨基腈的有效途径
首次实现了醛类化合物与N,N-二取代氨基单腈之间的streker型反应,为α-氨基腈的合成提供了另一种策略。该反应具有底物范围广、以水为溶剂的特点,其实用性得到了氯吡格雷外消旋物和3-氨基吲哚类化合物的正式合成的支持。
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
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
期刊最新文献
Diversity-Oriented Synthesis of CF3-Functionalized Polycyclic Spiroisoxazolones via Organobase-Promoted Vinylogous Michael Addition Cascade Reactions Radical C–H Selenylation of 8-Aminoquinolines with Se Powder and Boronic Acids via Bromide Catalysis Issue Publication Information Issue Editorial Masthead De Novo Synthesis of Multisubstituted Pyrrolidines Based on a Programmed Radical [2 + 2 + 1] Annulation Strategy Using Sulfide-Based Electron Donor–Acceptor Catalysis
×
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