烯化酮和非烯化酮的C-H胺化。

IF 2.7 3区 化学 Q1 CHEMISTRY, ORGANIC
Oksana Holovko-Kamoshenkova , Zdeněk Tošner , Ivana Císařová , Radim Hrdina
{"title":"烯化酮和非烯化酮的C-H胺化。","authors":"Oksana Holovko-Kamoshenkova ,&nbsp;Zdeněk Tošner ,&nbsp;Ivana Císařová ,&nbsp;Radim Hrdina","doi":"10.1039/d5ob00009b","DOIUrl":null,"url":null,"abstract":"<div><div>We present a method for the amination of enolizable and non-enolizable ketones in the alpha (or beta) position to the carbonyl group. This approach is based on the conversion of the corresponding cyanohydrins to carbonazidates, precursors for thermal intramolecular nitrene insertion reactions into the adjacent C–H bond. Hydrolysis of the resulting carbamates under basic conditions with simultaneous regeneration of the carbonyl group yields amino ketones.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"23 12","pages":"Pages 2818-2822"},"PeriodicalIF":2.7000,"publicationDate":"2025-02-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2025/ob/d5ob00009b?page=search","citationCount":"0","resultStr":"{\"title\":\"C–H amination of enolizable and nonenolizable ketones†\",\"authors\":\"Oksana Holovko-Kamoshenkova ,&nbsp;Zdeněk Tošner ,&nbsp;Ivana Císařová ,&nbsp;Radim Hrdina\",\"doi\":\"10.1039/d5ob00009b\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>We present a method for the amination of enolizable and non-enolizable ketones in the alpha (or beta) position to the carbonyl group. This approach is based on the conversion of the corresponding cyanohydrins to carbonazidates, precursors for thermal intramolecular nitrene insertion reactions into the adjacent C–H bond. Hydrolysis of the resulting carbamates under basic conditions with simultaneous regeneration of the carbonyl group yields amino ketones.</div></div>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":\"23 12\",\"pages\":\"Pages 2818-2822\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2025-02-13\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://pubs.rsc.org/en/content/articlepdf/2025/ob/d5ob00009b?page=search\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic & Biomolecular Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S1477052025001168\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1477052025001168","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

摘要

我们提出了一种将α(或β)位置的可烯化和非烯化酮胺化为羰基的方法。这种方法是基于将相应的氰醇转化为碳叠盐,碳叠盐是分子内亚硝基插入到相邻C-H键的热反应的前体。所得氨基甲酸酯在碱性条件下水解,同时羰基再生,生成氨基酮。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

C–H amination of enolizable and nonenolizable ketones†

C–H amination of enolizable and nonenolizable ketones†
We present a method for the amination of enolizable and non-enolizable ketones in the alpha (or beta) position to the carbonyl group. This approach is based on the conversion of the corresponding cyanohydrins to carbonazidates, precursors for thermal intramolecular nitrene insertion reactions into the adjacent C–H bond. Hydrolysis of the resulting carbamates under basic conditions with simultaneous regeneration of the carbonyl group yields amino ketones.
求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.
×
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
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
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 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信