Magnetite: a Green, Sustainable and Recyclable Catalyst for Direct Synthesis of Thioesters by C‐H Activation

IF 2.5 3区 化学 Q2 CHEMISTRY, ORGANIC
Yanina Moglie, Joaquín Marchán-García, Mariana Alvarez, Gabriel Radivoy
{"title":"Magnetite: a Green, Sustainable and Recyclable Catalyst for Direct Synthesis of Thioesters by C‐H Activation","authors":"Yanina Moglie, Joaquín Marchán-García, Mariana Alvarez, Gabriel Radivoy","doi":"10.1002/ejoc.202400827","DOIUrl":null,"url":null,"abstract":"A green and sustainable approach to the direct synthesis of thioesters has been developed using Fe3O4 as a low‐cost, easily prepared, reusable and environmentally safe catalyst. The cross dehydrogenative coupling (CDC) of various thiols and aldehydes in water, or even in the absence of solvent, using tert‐butylhydroperoxide as oxidant, under ligand and base‐free mild conditions, afforded the corresponding thioesters in good to excellent yields. This simple protocol features broad substrate scope, good compatibility with different functional groups, as well as high atom‐efficiency. The scalability, ease of (magnetic) recovery and reuse of the magnetite catalyst are additional eco‐friendly attributes of this methodology. Moreover, the broad synthetic applications of thioesters further highlight the potential utility of the present protocol.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"49 1","pages":""},"PeriodicalIF":2.5000,"publicationDate":"2024-12-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"European Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/ejoc.202400827","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

Abstract

A green and sustainable approach to the direct synthesis of thioesters has been developed using Fe3O4 as a low‐cost, easily prepared, reusable and environmentally safe catalyst. The cross dehydrogenative coupling (CDC) of various thiols and aldehydes in water, or even in the absence of solvent, using tert‐butylhydroperoxide as oxidant, under ligand and base‐free mild conditions, afforded the corresponding thioesters in good to excellent yields. This simple protocol features broad substrate scope, good compatibility with different functional groups, as well as high atom‐efficiency. The scalability, ease of (magnetic) recovery and reuse of the magnetite catalyst are additional eco‐friendly attributes of this methodology. Moreover, the broad synthetic applications of thioesters further highlight the potential utility of the present protocol.
利用 Fe3O4 作为一种低成本、易制备、可重复使用且对环境安全的催化剂,开发出了一种直接合成硫代酯的绿色可持续方法。在配体和无碱的温和条件下,使用叔丁基过氧化氢作为氧化剂,在水中甚至在无溶剂的情况下,将各种硫醇和醛进行交叉脱氢偶联(CDC),可以得到相应的硫代酯,产率从良好到极佳。这种简单的方法具有底物范围广、与不同官能团相容性好以及原子效率高等特点。磁铁矿催化剂的可扩展性、易于(磁性)回收和重复使用也是该方法的环保特性。此外,硫代酯的广泛合成应用进一步凸显了本方案的潜在用途。
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
CiteScore
5.40
自引率
3.60%
发文量
752
审稿时长
1 months
期刊介绍: The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.
×
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