Photochemical nitrene transfer reactions of iminoiodinanes with sulfoxides

Green Synthesis and Catalysis Pub Date : 2026-04-01 Epub Date: 2024-05-15 DOI:10.1016/j.gresc.2024.05.001
Xuemei Zhao , Zhiyuan Tang , Linlin Shi , Yujing Guo , Rene M. Koenigs , Xinqi Hao
{"title":"Photochemical nitrene transfer reactions of iminoiodinanes with sulfoxides","authors":"Xuemei Zhao ,&nbsp;Zhiyuan Tang ,&nbsp;Linlin Shi ,&nbsp;Yujing Guo ,&nbsp;Rene M. Koenigs ,&nbsp;Xinqi Hao","doi":"10.1016/j.gresc.2024.05.001","DOIUrl":null,"url":null,"abstract":"<div><div>Nitrene, as an important and intriguing versatile synthon, is widely utilized for the formation of diverse nitrogenous skeletons under thermal or photochemical conditions. Typically, the <em>N</em>-sulfonyl nitrenes could be smoothly generated from iminoiodinanes at relatively low reaction temperatures to generate <em>N</em>-sulfonyl nitrenes. Herein, we described the direct immidation reaction of iminoiodinanes with sulfoxides through a blue-light-induced nitrenes transfer process. This strategy offers an efficient and gentle pathway for directly obtaining sulfoximines within a reaction time of only 10 ​min. Moreover, the reaction conditions do not necessitate the exclusion of moisture or air, rendering this photocatalytic amination reaction highly practical. A broad range of iminoiodinanes were well tolerated and reacted with sulfoxides smoothly to give the corresponding products in moderate to good yields, which provides a practical and green protocol to access <em>N</em>-sulfonyl architectures.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"7 2","pages":"Pages 211-217"},"PeriodicalIF":0.0000,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Green Synthesis and Catalysis","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S2666554924000541","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/5/15 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0

Abstract

Nitrene, as an important and intriguing versatile synthon, is widely utilized for the formation of diverse nitrogenous skeletons under thermal or photochemical conditions. Typically, the N-sulfonyl nitrenes could be smoothly generated from iminoiodinanes at relatively low reaction temperatures to generate N-sulfonyl nitrenes. Herein, we described the direct immidation reaction of iminoiodinanes with sulfoxides through a blue-light-induced nitrenes transfer process. This strategy offers an efficient and gentle pathway for directly obtaining sulfoximines within a reaction time of only 10 ​min. Moreover, the reaction conditions do not necessitate the exclusion of moisture or air, rendering this photocatalytic amination reaction highly practical. A broad range of iminoiodinanes were well tolerated and reacted with sulfoxides smoothly to give the corresponding products in moderate to good yields, which provides a practical and green protocol to access N-sulfonyl architectures.

Abstract Image

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
亚氨基碘烷与硫氧化物的光化学芘转移反应
硝基烯是一种重要而有趣的多用途合成物,被广泛用于在热或光化学条件下形成各种含氮骨架。通常,在较低的反应温度下,亚胺碘胺可以顺利地生成n -磺酰基亚硝基。在此,我们描述了通过蓝光诱导的亚硝基转移过程,亚胺碘胺与亚砜的直接模拟反应。该策略为直接获得亚砜亚胺提供了一种有效而温和的途径,反应时间仅为10分钟。此外,反应条件不需要排除水分或空气,使得这种光催化胺化反应非常实用。广泛的亚胺碘胺具有良好的耐受性,并能与亚砜顺利反应,以中高收率得到相应的产物,这为获得n -磺酰基结构提供了一种实用的绿色方案。
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
CiteScore
14.40
自引率
0.00%
发文量
0
期刊最新文献
N-heterocyclic nitrenium-catalyzed photoreductive radical-polar crossover for alkene dicarbofunctionalization Photochemical nitrene transfer reactions of iminoiodinanes with sulfoxides Stereoselective oxidative C3–N bond dehydrogenation and aromatization of 1-carboxyl substituted tetrahydroisoquinolines employing pipecolate oxidase Modulating regioselectivity of CYP107J3-catalyzed isophorone hydroxylation by disrupting the hydrophobic balance of the substrate binding pocket Visible light induced synthesis of the Benzoyl bioisosteres: bicyclo[1.1.1]pentane-ketone group
×
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