Photoinduced Aromatization-Driven Deconstructive Fluorosulfonylation of Spiro Dihydroquinazolinones

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC
Wen-Peng Yang, Hong-Jie Miao, Gang Wang, Xiaoyu Yang, Xianjun Wang, Le Liu, Xin-Hua Duan* and Li-Na Guo*, 
{"title":"Photoinduced Aromatization-Driven Deconstructive Fluorosulfonylation of Spiro Dihydroquinazolinones","authors":"Wen-Peng Yang,&nbsp;Hong-Jie Miao,&nbsp;Gang Wang,&nbsp;Xiaoyu Yang,&nbsp;Xianjun Wang,&nbsp;Le Liu,&nbsp;Xin-Hua Duan* and Li-Na Guo*,&nbsp;","doi":"10.1021/acs.joc.4c0230410.1021/acs.joc.4c02304","DOIUrl":null,"url":null,"abstract":"<p >A catalyst-free photoinduced deconstructive fluorosulfonylation cascade of spiro dihydroquinazolinones with DABSO and NFSI is reported. This protocol features mild reaction conditions, good yields and excellent functional group tolerance, providing a practical approach to the quinazolin-4(1<i>H</i>)-one-functionalized aliphatic sulfonyl fluorides. In addition, the ease of gram-scale synthesis and the versatility of the SuFEx exchange highlight the application potential of this protocol.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"89 24","pages":"18713–18722 18713–18722"},"PeriodicalIF":3.6000,"publicationDate":"2024-11-30","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://pubs.acs.org/doi/10.1021/acs.joc.4c02304","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 catalyst-free photoinduced deconstructive fluorosulfonylation cascade of spiro dihydroquinazolinones with DABSO and NFSI is reported. This protocol features mild reaction conditions, good yields and excellent functional group tolerance, providing a practical approach to the quinazolin-4(1H)-one-functionalized aliphatic sulfonyl fluorides. In addition, the ease of gram-scale synthesis and the versatility of the SuFEx exchange highlight the application potential of this protocol.

Abstract Image

光诱导芳构化驱动的螺旋二氢喹唑啉酮的解构氟磺化
报告了一种无催化剂光诱导的螺二氢喹唑啉酮与 DABSO 和 NFSI 的解构性氟磺酰化级联反应。该方案反应条件温和、产率高、官能团耐受性好,为喹唑啉-4(1H)-酮官能化脂肪族磺酰氟提供了一种实用的方法。此外,克级合成的简易性和 SuFEx 交换的多功能性也凸显了该方案的应用潜力。
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
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.
×
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