Decatungstate-photocatalyzed tandem acylation/cyclization/self-hydrogenation of isocyanides with aldehydes to hydroxyalkylated N-heteroarenes via multiple hydrogen atom transfer†
Hong-Tao Ji , Qiong-Hui Peng , Jia-Sheng Wang , Yu-Han Lu , Hui Dai , Qing-Xia Luo , 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 , Wei-Min He","doi":"10.1039/d4gc04391j","DOIUrl":null,"url":null,"abstract":"<div><div>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.</div></div>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":"26 24","pages":"Pages 12084-12089"},"PeriodicalIF":9.2000,"publicationDate":"2024-10-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Green Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1463926224009117","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/11/27 0:00:00","PubModel":"Epub","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.
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.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
