Copper−Promoted Dimerization of Benzyl Thiocyanates to Access Functionalized Bibenzyls

IF 17.7 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Accounts of Chemical Research Pub Date : 2024-05-21 DOI:10.1055/a-2330-9955
Sandeep Singh, S. R. De
{"title":"Copper−Promoted Dimerization of Benzyl Thiocyanates to Access Functionalized Bibenzyls","authors":"Sandeep Singh, S. R. De","doi":"10.1055/a-2330-9955","DOIUrl":null,"url":null,"abstract":"The synthesis of bibenzyl derivatives holds significance in organic chemistry due to their diverse pharmacological and synthetic applications. Herein, we report a novel copper–promoted dimerization reaction for the efficient synthesis of functionalized bibenzyls from benzyl thiocyanates. The coupling reaction proceeds under aerobic and mild conditions via cascade C–S bond cleavage in one pot. Diverse substituents including electron–withdrawing groups on the aryl ring are well–tolerated to afford the desired products in moderate to good yields. The developed protocol could be utilized to obtain the cross coupling product from two different electron–deficient benzyl thiocyanates.","PeriodicalId":1,"journal":{"name":"Accounts of Chemical Research","volume":"74 8","pages":""},"PeriodicalIF":17.7000,"publicationDate":"2024-05-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Accounts of Chemical Research","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1055/a-2330-9955","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

Abstract

The synthesis of bibenzyl derivatives holds significance in organic chemistry due to their diverse pharmacological and synthetic applications. Herein, we report a novel copper–promoted dimerization reaction for the efficient synthesis of functionalized bibenzyls from benzyl thiocyanates. The coupling reaction proceeds under aerobic and mild conditions via cascade C–S bond cleavage in one pot. Diverse substituents including electron–withdrawing groups on the aryl ring are well–tolerated to afford the desired products in moderate to good yields. The developed protocol could be utilized to obtain the cross coupling product from two different electron–deficient benzyl thiocyanates.

Abstract Image

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
铜促进硫氰酸苄酯二聚化以获得官能化的比本苄
由于联苄衍生物具有多种药理和合成应用,因此其合成在有机化学中具有重要意义。在此,我们报告了一种新型的铜促进二聚反应,用于从硫氰酸苄酯高效合成功能化的联苄。该偶联反应在有氧和温和的条件下通过级联 C-S 键裂解在一锅中进行。芳基环上的各种取代基(包括抽电子基团)都能很好地耐受,从而以中等至较高的产率得到所需的产物。所开发的方案可用于从两种不同的缺电子硫氰酸苄酯中获得交叉偶联产物。
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
Accounts of Chemical Research
Accounts of Chemical Research 化学-化学综合
CiteScore
31.40
自引率
1.10%
发文量
312
审稿时长
2 months
期刊介绍: Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.
期刊最新文献
Engineering Molecular Assembly for High Performance Plastic Thermoelectrics. Mechanistic Design in Photocatalysis. Processable, High-Performance Circularly Polarized Luminescence Architectures for Information Interaction Visible-Light-Mediated aza Paternò–Büchi Reactions and Related Cycloadditions for the Formation of Azetidines and Azetines Thianthrenium Salts in Photochemistry
×
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