Decatungstate-photocatalyzed tandem acylation/cyclization/self-hydrogenation of isocyanides with aldehydes to hydroxyalkylated N-heteroarenes via multiple hydrogen atom transfer†

IF 9.3 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY
Green Chemistry Pub Date : 2024-11-27 DOI:10.1039/D4GC04391J
Hong-Tao Ji, Qiong-Hui Peng, Jia-Sheng Wang, Yu-Han Lu, Hui Dai, Qing-Xia Luo and Wei-Min He
{"title":"Decatungstate-photocatalyzed tandem acylation/cyclization/self-hydrogenation of isocyanides with aldehydes to hydroxyalkylated N-heteroarenes via multiple hydrogen atom transfer†","authors":"Hong-Tao Ji, Qiong-Hui Peng, Jia-Sheng Wang, Yu-Han Lu, Hui Dai, Qing-Xia Luo and Wei-Min He","doi":"10.1039/D4GC04391J","DOIUrl":null,"url":null,"abstract":"<p >Both preventing the production of waste and achieving high atom economy are fundamental principles of green chemistry. Herein, the first example of a 100% atom economical construction of hydroxyalkylated N-heteroarenes, done through recyclable decatungstate-photocatalyzed tandem cyclization/self-hydrogenation of isocyanides with equimolar amounts of aldehydes without exogenous hydrogen reagent and under byproduct-free conditions, was developed. Mechanistic studies revealed that three sequential hydrogen atom transfer processes might be involved in this reaction and all the leaving hydrogens as hydrogen sources were incorporated into the target hydroxyalkylated products.</p>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":" 24","pages":" 12084-12089"},"PeriodicalIF":9.3000,"publicationDate":"2024-11-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Green Chemistry","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2024/gc/d4gc04391j","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

Both preventing the production of waste and achieving high atom economy are fundamental principles of green chemistry. Herein, the first example of a 100% atom economical construction of hydroxyalkylated N-heteroarenes, done through recyclable decatungstate-photocatalyzed tandem cyclization/self-hydrogenation of isocyanides with equimolar amounts of aldehydes without exogenous hydrogen reagent and under byproduct-free conditions, was developed. Mechanistic studies revealed that three sequential hydrogen atom transfer processes might be involved in this reaction and all the leaving hydrogens as hydrogen sources were incorporated into the target hydroxyalkylated products.

Abstract Image

求助全文
约1分钟内获得全文 求助全文
来源期刊
Green Chemistry
Green Chemistry 化学-化学综合
CiteScore
16.10
自引率
7.10%
发文量
677
审稿时长
1.4 months
期刊介绍: Green Chemistry is a journal that provides a unique forum for the publication of innovative research on the development of alternative green and sustainable technologies. The scope of Green Chemistry is based on the definition proposed by Anastas and Warner (Green Chemistry: Theory and Practice, P T Anastas and J C Warner, Oxford University Press, Oxford, 1998), which defines green chemistry as the utilisation of a set of principles that reduces or eliminates the use or generation of hazardous substances in the design, manufacture and application of chemical products. Green Chemistry aims to reduce the environmental impact of the chemical enterprise by developing a technology base that is inherently non-toxic to living things and the environment. The journal welcomes submissions on all aspects of research relating to this endeavor and publishes original and significant cutting-edge research that is likely to be of wide general appeal. For a work to be published, it must present a significant advance in green chemistry, including a comparison with existing methods and a demonstration of advantages over those methods.
×
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