Synthesis of 1,3-oxazepine derivatives via tandem reaction of 5-benzylidine Meldrum's acids with TosMIC in presence of potassium carbonate

IF 2 3区 化学 Q2 CHEMISTRY, ORGANIC Journal of Heterocyclic Chemistry Pub Date : 2024-06-19 DOI:10.1002/jhet.4860
Furgan Aslanoglu
{"title":"Synthesis of 1,3-oxazepine derivatives via tandem reaction of 5-benzylidine Meldrum's acids with TosMIC in presence of potassium carbonate","authors":"Furgan Aslanoglu","doi":"10.1002/jhet.4860","DOIUrl":null,"url":null,"abstract":"<p>A new and efficient method for synthesizing 1,3-oxazepines has been developed. The synthetic strategy of this method is based initially on the Knoevenagel reaction to form 5-benzylidine Meldrum's acid, followed by a 7-endo-cyclization reaction with TosMIC (p-toluenesulfonylmethyl isocyanide) in the presence of base. In the optimization studies carried out on this tandem reaction, the highest yield was obtained when K<sub>2</sub>CO<sub>3</sub> was used as the base.</p>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 8","pages":"1364-1368"},"PeriodicalIF":2.0000,"publicationDate":"2024-06-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Heterocyclic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/jhet.4860","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 new and efficient method for synthesizing 1,3-oxazepines has been developed. The synthetic strategy of this method is based initially on the Knoevenagel reaction to form 5-benzylidine Meldrum's acid, followed by a 7-endo-cyclization reaction with TosMIC (p-toluenesulfonylmethyl isocyanide) in the presence of base. In the optimization studies carried out on this tandem reaction, the highest yield was obtained when K2CO3 was used as the base.

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
在碳酸钾存在下通过 5-苄基梅尔德鲁酸与 TosMIC 的串联反应合成 1,3-氧氮杂卓衍生物
我们开发出了一种合成 1,3-氧氮杂卓的高效新方法。该方法的合成策略首先是通过 Knoevenagel 反应生成 5-苄啶-梅尔德鲁姆酸,然后在碱存在下与 TosMIC(对甲苯磺酸甲基异氰酸酯)进行 7-内向环化反应。在对这一串联反应进行的优化研究中,使用 K2CO3 作为碱时,产率最高。
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
Journal of Heterocyclic Chemistry
Journal of Heterocyclic Chemistry 化学-有机化学
CiteScore
5.20
自引率
4.20%
发文量
177
审稿时长
3.9 months
期刊介绍: The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.
期刊最新文献
Issue Information Issue Information Palladium-Catalyzed Synthesis of Pyrrolo[1,2-α]Pyrazines From N-Phenacyl Pyrrole-2-Carbonitriles and Aryl Boronic Acids Synthesis and Anticancer Evaluation of Tryptanthrin-1,2,3-Triazole Hybrids Syntheses of 2,4-Substituted Quinazolines via One-Pot Three-Component Reactions Based on Manganese Dioxide/tert-Butyl Hydrogen Peroxide Co-Oxidation Using Alcohols
×
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