One-pot Synthesis of Sulfonylated 5-Aroyl-2-arylpyridines via Ruthenium-Catalyzed and K2S2O8-Mediated Domino Annulation of β-Ketosulfones with DMF

IF 4.4 2区 化学 Q2 CHEMISTRY, APPLIED Advanced Synthesis & Catalysis Pub Date : 2024-10-04 DOI:10.1002/adsc.202401116
Meng-Yang Chang, Chi-Ru Yang, Yeh-Long Chen
{"title":"One-pot Synthesis of Sulfonylated 5-Aroyl-2-arylpyridines via Ruthenium-Catalyzed and K2S2O8-Mediated Domino Annulation of β-Ketosulfones with DMF","authors":"Meng-Yang Chang, Chi-Ru Yang, Yeh-Long Chen","doi":"10.1002/adsc.202401116","DOIUrl":null,"url":null,"abstract":"Ruthenium-catalyzed and K2S2O8-mediated synthesis of diverse sulfonylated 5-aroyl-2-arylpyridines was developed through one-pot stepwise annulation of two molecules of β-ketosulfones and N,N-dimethylformamide (DMF) under the sealed tube conditions. In the overall process, DMF acts as the synthon of one carbon and one imino moiety in the construction of pyridine skeleton via cascade formation of single (C-C/C-N) and double (C=C/C=N) bonds under refluxing DMF conditions. Plausible reaction mechanism is proposed and discussed.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"13 1","pages":""},"PeriodicalIF":4.4000,"publicationDate":"2024-10-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Advanced Synthesis & Catalysis","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/adsc.202401116","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

Ruthenium-catalyzed and K2S2O8-mediated synthesis of diverse sulfonylated 5-aroyl-2-arylpyridines was developed through one-pot stepwise annulation of two molecules of β-ketosulfones and N,N-dimethylformamide (DMF) under the sealed tube conditions. In the overall process, DMF acts as the synthon of one carbon and one imino moiety in the construction of pyridine skeleton via cascade formation of single (C-C/C-N) and double (C=C/C=N) bonds under refluxing DMF conditions. Plausible reaction mechanism is proposed and discussed.
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
通过钌催化和 K2S2O8 介导的 β-酮砜与 DMF 的多米诺环化反应,一步法合成磺酰化 5-丙酰基-2-芳基吡啶
在密封管条件下,通过两个分子的β-酮砜和 N,N-二甲基甲酰胺(DMF)的一步环化反应,开发了钌催化和 K2S2O8 介导的多种磺酰化 5-芳酰基-2-芳基吡啶的合成方法。在整个过程中,DMF 在回流的 DMF 条件下,通过级联形成单键(C-C/C-N)和双键(C=C/C=N),在构建吡啶骨架的过程中充当了一个碳和一个亚氨基的合成物。提出并讨论了合理的反应机理。
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
Ruthenium‐Catalyzed Regioselective Tandem Cycloisomerization/Diels‐Alder Reaction of 1,7‐Enynes Synergistic Palladium/Silver/Ligand Catalysis for C−H Alkenylation of 2,1,3-Benzofused Heterodiazoles Synthesis of Difuropyridines from Chitin-Derived 3-Acetamidofuran and their Application to Photocatalytic Reactions Synthesis of Functionalized Benzo[f]chromanes and Hydroxyalkyl Naphthols: Catalytic Coupling of Naphthols and Allylic Alcohols The Chemistry of α-Enolizable Alkynones: a Comprehensive Review
×
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