• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

卤代烷催化硫醇与醇的高效脱水烷基化反应。

Efficient dehydrative alkylation of thiols with alcohols catalyzed by alkyl halides.

作者信息

Yang Yaqi, Ye Zihang, Zhang Xu, Zhou Yipeng, Ma Xiantao, Cao Hongen, Li Huan, Yu Lei, Xu Qing

机构信息

College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang 325035, P. R. China.

出版信息

Org Biomol Chem. 2017 Nov 22;15(45):9638-9642. doi: 10.1039/c7ob02461d.

DOI:10.1039/c7ob02461d
PMID:29115334
Abstract

Alcohols can be efficiently converted into the useful thioethers by a transition metal- and base-free dehydrative S-alkylation reaction with thiols or disulfides by employing alkyl halides as the effective catalyst. This simple and efficient method is a green and practical way for the preparation of thioethers, as it tolerates a wide range of substrates such as aryl and alkyl thiols, as well as benzylic, allylic, secondary, tertiary, and even the less reactive aliphatic alcohols.

摘要

通过使用卤代烃作为有效催化剂,醇类可通过与硫醇或二硫化物进行无过渡金属和碱的脱水S-烷基化反应,高效转化为有用的硫醚。这种简单高效的方法是制备硫醚的绿色实用途径,因为它能耐受多种底物,如芳基硫醇和烷基硫醇,以及苄基、烯丙基、仲醇、叔醇,甚至是反应活性较低的脂肪醇。

相似文献

1
Efficient dehydrative alkylation of thiols with alcohols catalyzed by alkyl halides.卤代烷催化硫醇与醇的高效脱水烷基化反应。
Org Biomol Chem. 2017 Nov 22;15(45):9638-9642. doi: 10.1039/c7ob02461d.
2
Expedient Synthesis of Alkyl and Aryl Thioethers Using Xanthates as Thiol-Free Reagents.使用黄原酸酯作为无硫醇试剂便捷合成烷基和芳基硫醚。
Molecules. 2024 May 24;29(11):2485. doi: 10.3390/molecules29112485.
3
Synthesis of Allylic Alcohols via Cu-Catalyzed Hydrocarbonylative Coupling of Alkynes with Alkyl Halides.通过铜催化炔烃与卤代烷烃的氢羰基化偶联合成烯丙醇。
J Am Chem Soc. 2018 Jan 24;140(3):1159-1164. doi: 10.1021/jacs.7b12582. Epub 2018 Jan 16.
4
Cross-coupling reaction of alkyl halides with grignard reagents catalyzed by Ni, Pd, or Cu complexes with pi-carbon ligand(s).由镍、钯或铜与π-碳配体形成的配合物催化的卤代烃与格氏试剂的交叉偶联反应。
Acc Chem Res. 2008 Nov 18;41(11):1545-54. doi: 10.1021/ar800138a.
5
Catalyst-free dehydrative α-alkylation of ketones with alcohols: green and selective autocatalyzed synthesis of alcohols and ketones.无催化剂促进的酮与醇的脱水 α-烷基化反应:醇和酮的绿色、选择性自催化合成。
Angew Chem Int Ed Engl. 2014 Jan 3;53(1):225-9. doi: 10.1002/anie.201308642. Epub 2013 Nov 24.
6
Chemoselective α-Alkylation and α-Olefination of Arylacetonitriles with Alcohols Iron-Catalyzed Borrowing Hydrogen and Dehydrogenative Coupling.醇对芳基乙腈的选择性α-烷基化和α-烯烃化:铁催化借氢和脱氢偶联。
J Org Chem. 2022 Dec 16;87(24):16378-16389. doi: 10.1021/acs.joc.2c02050. Epub 2022 Nov 23.
7
Efficient recyclable CuI-nanoparticle-catalyzed S-arylation of thiols with aryl halides on water under mild conditions.在温和条件下,水相中高效可回收的 CuI 纳米粒子催化的硫醇与芳基卤化物的 S-芳基化反应。
Org Biomol Chem. 2012 Apr 7;10(13):2562-8. doi: 10.1039/c2ob06795a. Epub 2012 Feb 21.
8
A general and efficient catalyst for palladium-catalyzed C-O coupling reactions of aryl halides with primary alcohols.一种通用且高效的催化剂,用于钯催化芳基卤化物与伯醇的 C-O 偶联反应。
J Am Chem Soc. 2010 Aug 25;132(33):11592-8. doi: 10.1021/ja103248d.
9
Mild Synthesis of Sterically Congested Alkyl Aryl Ethers.位阻较大的烷基芳基醚的温和合成。
Org Lett. 2016 Sep 2;18(17):4234-7. doi: 10.1021/acs.orglett.6b01975. Epub 2016 Aug 16.
10
Benzaldehyde- and Nickel-Catalyzed Photoredox C(sp)-H Alkylation/Arylation with Amides and Thioethers.苯甲醛和镍催化的光氧化还原 C(sp)-H 烷基化/芳基化反应与酰胺和硫醚。
Org Lett. 2019 Aug 16;21(16):6329-6332. doi: 10.1021/acs.orglett.9b02226. Epub 2019 Aug 2.

引用本文的文献

1
B(CF) catalyzed direct nucleophilic substitution of benzylic alcohols: an effective method of constructing C-O, C-S and C-C bonds from benzylic alcohols.B(CF)催化的苄醇直接亲核取代反应:一种从苄醇构建C-O、C-S和C-C键的有效方法。
RSC Adv. 2018 Sep 3;8(54):30946-30949. doi: 10.1039/c8ra05811c. eCollection 2018 Aug 30.
2
Benzyl thioether formation merging copper catalysis.苄基硫醚形成与铜催化相结合。
RSC Adv. 2021 Dec 23;12(2):692-697. doi: 10.1039/d1ra08015f. eCollection 2021 Dec 22.
3
Hydrogen-bond donor and acceptor cooperative catalysis strategy for cyclic dehydration of diols to access O-heterocycles.
用于二醇环化脱水以制备氧杂环化合物的氢键供体和受体协同催化策略。
Sci Adv. 2021 May 26;7(22). doi: 10.1126/sciadv.abg0396. Print 2021 May.