Ligand-Free, Copper-Catalyzed Coupling Reaction of Aryl Aluminum Reagents with N-Aryl Thiosuccinimides

IF 0.7 4区 化学 Q4 CHEMISTRY, ORGANIC Letters in Organic Chemistry Pub Date : 2024-04-19 DOI:10.2174/0115701786298931240408083720
Zhihao Zhang, Xiaoying Jia, Jiaxia Pu, Lirong Han, Jinsong Hou, Qinghan Li
{"title":"Ligand-Free, Copper-Catalyzed Coupling Reaction of Aryl Aluminum Reagents with N-Aryl Thiosuccinimides","authors":"Zhihao Zhang, Xiaoying Jia, Jiaxia Pu, Lirong Han, Jinsong Hou, Qinghan Li","doi":"10.2174/0115701786298931240408083720","DOIUrl":null,"url":null,"abstract":": A highly efficient and simple cross-coupling reaction of N-aryl aluminum reagents with Naryl thiosuccinimides for the synthesis of diarylsulide derivatives using CuCl (20 mol%) as a catalyst is reported. Under the optimum reaction conditions, the coupling reaction between aryl aluminum reagents with different substituents and N-aryl thiosuccinimides with different substituents can be carried out smoothly with 18-94% isolated yields of diarylsulides. The method avoids the use of expensive transition metals, such as Pd, Ir, or Rh, phosphine ligands, and has the advantages of simple operation and high reaction efficiency. The structures of all the target compounds are confirmed by 1 HNMR and 13CNMR.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"1 1","pages":""},"PeriodicalIF":0.7000,"publicationDate":"2024-04-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Letters in Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.2174/0115701786298931240408083720","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

Abstract

: A highly efficient and simple cross-coupling reaction of N-aryl aluminum reagents with Naryl thiosuccinimides for the synthesis of diarylsulide derivatives using CuCl (20 mol%) as a catalyst is reported. Under the optimum reaction conditions, the coupling reaction between aryl aluminum reagents with different substituents and N-aryl thiosuccinimides with different substituents can be carried out smoothly with 18-94% isolated yields of diarylsulides. The method avoids the use of expensive transition metals, such as Pd, Ir, or Rh, phosphine ligands, and has the advantages of simple operation and high reaction efficiency. The structures of all the target compounds are confirmed by 1 HNMR and 13CNMR.
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
芳基铝试剂与 N-芳基硫代丁二酰亚胺的无配位铜催化偶联反应
:本研究以 CuCl (20 mol%) 为催化剂,报道了 N-芳基铝试剂与 N-芳基硫代丁二酰亚胺的高效、简单的交叉偶联反应,用于合成二芳基磺酰亚胺衍生物。在最佳反应条件下,不同取代基的芳基铝试剂与不同取代基的 N-芳基硫代丁二酰亚胺之间的偶联反应可以顺利进行,二芳糖苷的分离收率为 18-94%。该方法避免了使用昂贵的过渡金属(如 Pd、Ir 或 Rh)和膦配体,具有操作简单、反应效率高等优点。1 HNMR 和 13CNMR 证实了所有目标化合物的结构。
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
Letters in Organic Chemistry
Letters in Organic Chemistry 化学-有机化学
CiteScore
1.30
自引率
12.50%
发文量
135
审稿时长
7 months
期刊介绍: Aims & Scope Letters in Organic Chemistry publishes original letters (short articles), research articles, mini-reviews and thematic issues based on mini-reviews and short articles, in all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is to publish quality papers rapidly by taking full advantage of latest technology for both submission and review of the manuscripts. The journal is an essential reading for all organic chemists belonging to both academia and industry.
期刊最新文献
How Enzyme Selectivity and Immobilization Affect Catalytic Yields in Lipase-Catalyzed Processes Photochemical Dimerization of Indones: A DFT Study Rapid and Metal-Free Green Synthesis of Coumarins Catalyzed by Humic Acid Ce(OTf)3-Catalyzed Synthesis of Glucopyranurono-6,1-Lactone: A Key Intermediate for Obtaining Glycoconjugates of Peptidic Fragments of Arenastatin A An Efficient Metal-Free Methodology for the Synthesis of Hydrazo-Linked 5-(4-aryl)-1H-1,2,4-Triazoles
×
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:481959085
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