以烷基胺、二氧化硫和醇为起始原料的多组分电合成氨基磺酸盐

IF 5 1区 化学 Q1 CHEMISTRY, ORGANIC
Florian A. Breitschaft, Alicia L. Saak, Christian Krumbiegel, Aloisio de A. Bartolomeu, Thomas Weyhermüller and Siegfried R. Waldvogel*, 
{"title":"以烷基胺、二氧化硫和醇为起始原料的多组分电合成氨基磺酸盐","authors":"Florian A. Breitschaft,&nbsp;Alicia L. Saak,&nbsp;Christian Krumbiegel,&nbsp;Aloisio de A. Bartolomeu,&nbsp;Thomas Weyhermüller and Siegfried R. Waldvogel*,&nbsp;","doi":"10.1021/acs.orglett.4c0474610.1021/acs.orglett.4c04746","DOIUrl":null,"url":null,"abstract":"<p >An electrochemical one-pot synthesis of enaminyl sulfonate esters was established, featuring a quasidivided cell under constant current conditions. The multicomponent reaction utilizes simple and readily available alkylamines and an easy-to-use stock solution of SO<sub>2</sub> and alcohols. Omission of additional supporting electrolyte through in-situ-generated monoalkylsulfite facilitates the downstream processing. A diverse scope with more than 28 examples and yields up to 85% as well as a 20-fold scale-up reaction prove the feasibility of this novel protocol.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"27 5","pages":"1210–1215 1210–1215"},"PeriodicalIF":5.0000,"publicationDate":"2025-01-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/epdf/10.1021/acs.orglett.4c04746","citationCount":"0","resultStr":"{\"title\":\"Multicomponent Electrosynthesis of Enaminyl Sulfonates Starting from Alkylamines, SO2, and Alcohols\",\"authors\":\"Florian A. Breitschaft,&nbsp;Alicia L. Saak,&nbsp;Christian Krumbiegel,&nbsp;Aloisio de A. Bartolomeu,&nbsp;Thomas Weyhermüller and Siegfried R. Waldvogel*,&nbsp;\",\"doi\":\"10.1021/acs.orglett.4c0474610.1021/acs.orglett.4c04746\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >An electrochemical one-pot synthesis of enaminyl sulfonate esters was established, featuring a quasidivided cell under constant current conditions. The multicomponent reaction utilizes simple and readily available alkylamines and an easy-to-use stock solution of SO<sub>2</sub> and alcohols. Omission of additional supporting electrolyte through in-situ-generated monoalkylsulfite facilitates the downstream processing. A diverse scope with more than 28 examples and yields up to 85% as well as a 20-fold scale-up reaction prove the feasibility of this novel protocol.</p>\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"27 5\",\"pages\":\"1210–1215 1210–1215\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-01-27\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://pubs.acs.org/doi/epdf/10.1021/acs.orglett.4c04746\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.orglett.4c04746\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.orglett.4c04746","RegionNum":1,"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

摘要

在恒电流条件下,建立了一锅电化学合成乙酰氨基磺酸酯的方法。多组分反应利用简单易得的烷基胺和易于使用的SO2和醇的原液。通过原位生成的单烷基亚硫酸盐省去了额外的支撑电解质,便于下游加工。超过28个样品的多样化范围和高达85%的收率以及20倍的放大反应证明了这种新方案的可行性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Multicomponent Electrosynthesis of Enaminyl Sulfonates Starting from Alkylamines, SO2, and Alcohols

An electrochemical one-pot synthesis of enaminyl sulfonate esters was established, featuring a quasidivided cell under constant current conditions. The multicomponent reaction utilizes simple and readily available alkylamines and an easy-to-use stock solution of SO2 and alcohols. Omission of additional supporting electrolyte through in-situ-generated monoalkylsulfite facilitates the downstream processing. A diverse scope with more than 28 examples and yields up to 85% as well as a 20-fold scale-up reaction prove the feasibility of this novel protocol.

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
Organic Letters
Organic Letters 化学-有机化学
CiteScore
9.30
自引率
11.50%
发文量
1607
审稿时长
1.5 months
期刊介绍: Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.
×
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