Manganese Promoted Reductive Cross-Coupling of Phosphine Chlorides with Disulfides for the Synthesis of Thiophosphanes

IF 4 2区 化学 Q2 CHEMISTRY, APPLIED Advanced Synthesis & Catalysis Pub Date : 2024-12-04 DOI:10.1002/adsc.202401395
Chao-Peng Zhang, Tian-Zhang Wang, Zhong-Jiang Yang, Yu-Feng Liang
{"title":"Manganese Promoted Reductive Cross-Coupling of Phosphine Chlorides with Disulfides for the Synthesis of Thiophosphanes","authors":"Chao-Peng Zhang,&nbsp;Tian-Zhang Wang,&nbsp;Zhong-Jiang Yang,&nbsp;Yu-Feng Liang","doi":"10.1002/adsc.202401395","DOIUrl":null,"url":null,"abstract":"<p>Herein we reported a manganese promoted reductive cross-coupling approach to construct P−S bond. This is a practical method for the synthesis of mono-thiophosphanes, bis-thiophosphanes and tri-thiophosphanes under mild conditions. The strategy featured a wide range of substrate scope including various disulfides and phosphine chlorides, constructing diverse sulfur-containing organophosphorus compounds from inodorous and readily available starting materials. The employment of reductive conditions avoided the generation of phosphorothioates (P<sup>V</sup>) by-products. Ultimately, gram-scale synthesis and applications were explored. Extensive experiments indicated that the phosphine radical cascade process was involved in the catalytic cycle.</p>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 7","pages":""},"PeriodicalIF":4.0000,"publicationDate":"2024-12-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Advanced Synthesis & Catalysis","FirstCategoryId":"92","ListUrlMain":"https://advanced.onlinelibrary.wiley.com/doi/10.1002/adsc.202401395","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
引用次数: 0

Abstract

Herein we reported a manganese promoted reductive cross-coupling approach to construct P−S bond. This is a practical method for the synthesis of mono-thiophosphanes, bis-thiophosphanes and tri-thiophosphanes under mild conditions. The strategy featured a wide range of substrate scope including various disulfides and phosphine chlorides, constructing diverse sulfur-containing organophosphorus compounds from inodorous and readily available starting materials. The employment of reductive conditions avoided the generation of phosphorothioates (PV) by-products. Ultimately, gram-scale synthesis and applications were explored. Extensive experiments indicated that the phosphine radical cascade process was involved in the catalytic cycle.

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
锰促进氯代膦与二硫化物的还原交偶联合成硫代膦
本文报道了一种锰促进的还原交叉偶联方法来构建P-S键。这是一种在温和条件下合成单硫代膦、双硫代膦和三硫代膦的实用方法。该策略的特点是广泛的底物范围,包括各种二硫化物和氯化物,从恶臭和容易获得的原料中构建各种含硫有机磷化合物。采用还原性条件避免了产生硫代磷酸酯(PV)副产物。最后,对克级合成和应用进行了探索。大量实验表明,催化循环中参与了膦自由基级联过程。
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
Advanced Synthesis & Catalysis
Advanced Synthesis & Catalysis 化学-应用化学
CiteScore
9.40
自引率
7.40%
发文量
447
审稿时长
1.8 months
期刊介绍: Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry. The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.
期刊最新文献
A Scalable and Resource-Saving Synthesis of Dipyrromethanes and Tetrapyrroles via Geminal Diethers: Minimal Polymer Formation and Facile Purification Advances in the Synthesis of Levetiracetam: Classical Approaches and Patented Innovations Solvent-Free Organocatalytic Synthesis of Fluorescent N-Alkylated Pyridones: A Metal/Base-Free Migration Strategy Liquid-Assisted Grinding in Medicinal Mechanochemistry: A Pathway to Enhanced Reactivity and Selectivity Divergent Access to Fluorinated Pharmacons From Ethyl Trifluoropyruvate
×
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