使用 H2O2 作为氧化剂将硫醇转化为磺酰氟的便捷式单锅工艺

Synthesis Pub Date : 2024-07-19 DOI:10.1055/s-0043-1775384
Guang Tao, Eman Fayad, Ola A. Abu Ali, Bright Oyom, Hua-Li Qin
{"title":"使用 H2O2 作为氧化剂将硫醇转化为磺酰氟的便捷式单锅工艺","authors":"Guang Tao, Eman Fayad, Ola A. Abu Ali, Bright Oyom, Hua-Li Qin","doi":"10.1055/s-0043-1775384","DOIUrl":null,"url":null,"abstract":"<p>A novel protocol for synthesizing sulfonyl fluorides from thiols in one pot is reported. Utilizing SOCl<sub>2</sub> and H<sub>2</sub>O<sub>2</sub> as low-cost and convenient reagents allows the direct oxidative chlorination of readily available thiol derivatives to give the corresponding sulfonyl chlorides, with subsequent fluoride–chloride exchange mediated by KHF<sub>2</sub> giving access to the desired sulfonyl fluorides. This transformation features mild conditions, operational simplicity and high efficiency, and utilizes a broad substrate scope, including a variety of aryl, alkyl, benzyl and heteroaryl thiols.</p> ","PeriodicalId":501298,"journal":{"name":"Synthesis","volume":"92 1","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2024-07-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"A Convenient One-Pot Process for Converting Thiols into Sulfonyl Fluorides Using H2O2 as an Oxidant\",\"authors\":\"Guang Tao, Eman Fayad, Ola A. Abu Ali, Bright Oyom, Hua-Li Qin\",\"doi\":\"10.1055/s-0043-1775384\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>A novel protocol for synthesizing sulfonyl fluorides from thiols in one pot is reported. Utilizing SOCl<sub>2</sub> and H<sub>2</sub>O<sub>2</sub> as low-cost and convenient reagents allows the direct oxidative chlorination of readily available thiol derivatives to give the corresponding sulfonyl chlorides, with subsequent fluoride–chloride exchange mediated by KHF<sub>2</sub> giving access to the desired sulfonyl fluorides. This transformation features mild conditions, operational simplicity and high efficiency, and utilizes a broad substrate scope, including a variety of aryl, alkyl, benzyl and heteroaryl thiols.</p> \",\"PeriodicalId\":501298,\"journal\":{\"name\":\"Synthesis\",\"volume\":\"92 1\",\"pages\":\"\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2024-07-19\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Synthesis\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1055/s-0043-1775384\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthesis","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1055/s-0043-1775384","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0

摘要

本报告介绍了一种以硫醇为原料一锅合成磺酰氟的新方法。利用 SOCl2 和 H2O2 作为低成本且方便的试剂,可以直接氧化氯化现成的硫醇衍生物,得到相应的磺酰基氯,随后在 KHF2 的介导下进行氟氯交换,得到所需的磺酰氟。这种转化方法条件温和、操作简单、效率高,而且底物范围广泛,包括各种芳基、烷基、苄基和杂芳基硫醇。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

A Convenient One-Pot Process for Converting Thiols into Sulfonyl Fluorides Using H2O2 as an Oxidant

A Convenient One-Pot Process for Converting Thiols into Sulfonyl Fluorides Using H2O2 as an Oxidant

A novel protocol for synthesizing sulfonyl fluorides from thiols in one pot is reported. Utilizing SOCl2 and H2O2 as low-cost and convenient reagents allows the direct oxidative chlorination of readily available thiol derivatives to give the corresponding sulfonyl chlorides, with subsequent fluoride–chloride exchange mediated by KHF2 giving access to the desired sulfonyl fluorides. This transformation features mild conditions, operational simplicity and high efficiency, and utilizes a broad substrate scope, including a variety of aryl, alkyl, benzyl and heteroaryl thiols.

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
自引率
0.00%
发文量
0
×
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:481959085
Book学术官方微信