Jinrui Bai , Bin Li , Dan Qi , Zhuoheng Song , Yue Yao , Chao Liu
{"title":"Photo-induced transformation of α-diazocarbonyl compounds into mono-substituted alpha-halogen derivatives†","authors":"Jinrui Bai , Bin Li , Dan Qi , Zhuoheng Song , Yue Yao , Chao Liu","doi":"10.1039/d4ob01641f","DOIUrl":null,"url":null,"abstract":"<div><div>Herein, the hydrogen halogenation reaction of diazo compounds with three new halogenating agents under photoinduced conditions is reported. This method realized hydrofluorination, hydrochlorination, and hydrobromination (56 cases in total, with the highest preparative yield of 94%) without requiring heating, transition metal catalysts or photocatalysts and exhibits a broad substrate scope. Notably, gram-scale synthesis using a continuous flow reactor was performed.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"23 2","pages":"Pages 422-426"},"PeriodicalIF":2.7000,"publicationDate":"2024-11-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1477052024010127","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/11/22 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Herein, the hydrogen halogenation reaction of diazo compounds with three new halogenating agents under photoinduced conditions is reported. This method realized hydrofluorination, hydrochlorination, and hydrobromination (56 cases in total, with the highest preparative yield of 94%) without requiring heating, transition metal catalysts or photocatalysts and exhibits a broad substrate scope. Notably, gram-scale synthesis using a continuous flow reactor was performed.
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.