Jinrui Bai, Bin Li, Dan Qi, Zhuoheng Song, Yue Yao, Chao Liu
{"title":"光诱导 α-重氮羰基化合物向单取代α-卤素衍生物的转化。","authors":"Jinrui Bai, Bin Li, Dan Qi, Zhuoheng Song, Yue Yao, Chao Liu","doi":"10.1039/d4ob01641f","DOIUrl":null,"url":null,"abstract":"<p><p>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.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":""},"PeriodicalIF":2.9000,"publicationDate":"2024-11-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"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\":\"<p><p>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.</p>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":\" \",\"pages\":\"\"},\"PeriodicalIF\":2.9000,\"publicationDate\":\"2024-11-22\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic & Biomolecular Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1039/d4ob01641f\",\"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://doi.org/10.1039/d4ob01641f","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Photo-induced transformation of α-diazocarbonyl compounds into mono-substituted alpha-halogen derivatives.
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.