Multifunctionalization of Alkenyl Alcohols via a Sequential Relay Process

IF 14.4 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY
Chong Liu, Ling Wang and Haibo Ge*, 
{"title":"Multifunctionalization of Alkenyl Alcohols via a Sequential Relay Process","authors":"Chong Liu,&nbsp;Ling Wang and Haibo Ge*,&nbsp;","doi":"10.1021/jacs.4c0952210.1021/jacs.4c09522","DOIUrl":null,"url":null,"abstract":"<p >Aryl-substituted aliphatic amines are widely recognized as immensely valuable molecules. Consequently, the development of practical strategies for the construction of these molecules becomes increasingly urgent and critical. Here, we have successfully achieved multifunctionalization reactions of alkenyl alcohols in a sequential relay process, which enables transformation patterns of arylamination, deuterated arylamination, and methylenated arylamination to the easy access of multifarious arylalkylamines. Notably, a novel functionalization mode for carbonyl groups has been developed to facilitate the processes of deuterium incorporation and methylene introduction, thereby providing new means for the diverse transformations of carbonyl groups. This methodology displays a wide tolerance toward functional groups, while also exhibiting good applicability across various skeletal structures of alkenols and amines.</p>","PeriodicalId":49,"journal":{"name":"Journal of the American Chemical Society","volume":"146 45","pages":"30733–30740 30733–30740"},"PeriodicalIF":14.4000,"publicationDate":"2024-10-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of the American Chemical Society","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/jacs.4c09522","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

Aryl-substituted aliphatic amines are widely recognized as immensely valuable molecules. Consequently, the development of practical strategies for the construction of these molecules becomes increasingly urgent and critical. Here, we have successfully achieved multifunctionalization reactions of alkenyl alcohols in a sequential relay process, which enables transformation patterns of arylamination, deuterated arylamination, and methylenated arylamination to the easy access of multifarious arylalkylamines. Notably, a novel functionalization mode for carbonyl groups has been developed to facilitate the processes of deuterium incorporation and methylene introduction, thereby providing new means for the diverse transformations of carbonyl groups. This methodology displays a wide tolerance toward functional groups, while also exhibiting good applicability across various skeletal structures of alkenols and amines.

Abstract Image

通过顺序继电器工艺实现烯基醇的多功能化
芳基取代脂肪胺被公认为是非常有价值的分子。因此,开发构建这些分子的实用策略变得日益迫切和重要。在这里,我们成功地实现了烯醇的多官能化反应,通过顺序接替过程,实现了芳基化、氘代芳基化和亚甲基化芳基化的转化模式,从而轻松获得了多种芳基烷基胺。值得注意的是,针对羰基开发的新型官能化模式促进了氘化和亚甲基化的引入过程,从而为羰基的多样化转化提供了新的途径。这种方法对官能团具有广泛的耐受性,同时还对烯醇和胺的各种骨架结构具有良好的适用性。
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 求助全文
来源期刊
CiteScore
24.40
自引率
6.00%
发文量
2398
审稿时长
1.6 months
期刊介绍: The flagship journal of the American Chemical Society, known as the Journal of the American Chemical Society (JACS), has been a prestigious publication since its establishment in 1879. It holds a preeminent position in the field of chemistry and related interdisciplinary sciences. JACS is committed to disseminating cutting-edge research papers, covering a wide range of topics, and encompasses approximately 19,000 pages of Articles, Communications, and Perspectives annually. With a weekly publication frequency, JACS plays a vital role in advancing the field of chemistry by providing essential research.
×
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:481959085
Book学术官方微信