Synthesis of hydantoins from N-Boc protected amino acid derived amides using polymer-supported PPh3/CBr4 as a reagent

IF 2 3区 化学 Q2 CHEMISTRY, ORGANIC Journal of Heterocyclic Chemistry Pub Date : 2024-03-09 DOI:10.1002/jhet.4802
Gordana Tasic, Nikola Mitrovic, Milena Simic, Mladen Koravovic, Predrag Jovanovic, Milos Petkovic, Milos Jovanovic, Branka Ivkovic, Vladimir Savic
{"title":"Synthesis of hydantoins from N-Boc protected amino acid derived amides using polymer-supported PPh3/CBr4 as a reagent","authors":"Gordana Tasic,&nbsp;Nikola Mitrovic,&nbsp;Milena Simic,&nbsp;Mladen Koravovic,&nbsp;Predrag Jovanovic,&nbsp;Milos Petkovic,&nbsp;Milos Jovanovic,&nbsp;Branka Ivkovic,&nbsp;Vladimir Savic","doi":"10.1002/jhet.4802","DOIUrl":null,"url":null,"abstract":"<p>Hydantoin derivatives are versatile structural motifs found in natural products and various compounds with different biological or other properties. Due to their importance in both organic and medicinal chemistry, a number of synthetic procedures have been developed. In this article, a novel methodology utilizing <i>N</i>-Boc protected amino acid amides for their preparation has been described. The cyclisation process was accomplished using solid supported PPh<sub>3</sub> and CBr<sub>4</sub> as reagents affording substituted hydantoins in moderate to good yields (40%–77%).</p>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 5","pages":"753-760"},"PeriodicalIF":2.0000,"publicationDate":"2024-03-09","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.4802","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

Hydantoin derivatives are versatile structural motifs found in natural products and various compounds with different biological or other properties. Due to their importance in both organic and medicinal chemistry, a number of synthetic procedures have been developed. In this article, a novel methodology utilizing N-Boc protected amino acid amides for their preparation has been described. The cyclisation process was accomplished using solid supported PPh3 and CBr4 as reagents affording substituted hydantoins in moderate to good yields (40%–77%).

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
使用聚合物支撑的 PPh3/CBr4 作为试剂,从 N-Boc 保护的氨基酸衍生酰胺合成海因
海因衍生物是天然产物和各种具有不同生物或其他特性的化合物中的多功能结构基团。由于它们在有机化学和药物化学中的重要性,人们开发了许多合成程序。本文介绍了一种利用 N-Boc 保护的氨基酸酰胺来制备它们的新方法。使用固体支持的 PPh3 和 CBr4 作为试剂完成了环化过程,以中等至良好的收率(40%-77%)得到了取代的海因。
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 Issue Information Synthesis and Cancer Cell Cytotoxicity of 6-, 7-, or 8-Substituted 2-(Hetero)aryl-4-(4-(Hetero)aryl-2-Oxobut-3-en-1-Ylidene)Benzothiazepanes N-Carbamimidoyl-2,2,2-Trifluoro-N′-Arylacetimidamides as Important Intermediates for the Synthesis of 3-Amino-4-Aryl-5-(Trifluoromethyl)-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