Zhijun Wang , Lanfeng Wei , Jichang Liu , Yu Wei , Liang Xu
{"title":"通过α-硼基自由基†光诱导苯硼酯氧化生成酮/醛","authors":"Zhijun Wang , Lanfeng Wei , Jichang Liu , Yu Wei , Liang Xu","doi":"10.1039/d2qo01457b","DOIUrl":null,"url":null,"abstract":"<div><p>A method for direct oxidation of boronic esters to the carbonyl groups has been established herein. Under the irradiation of visible light and O<sub>2</sub> atmosphere, ketones and aldehydes can be obtained in moderate to excellent yields. Using tetrabutylammonium tribromide (TBATB) as the catalyst, this procedure avoids using of metal-based (photo)catalysts. α-Borylalkyl radicals have been proposed as the key intermediates of this oxidation process.</p></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"10 1","pages":"Pages 104-108"},"PeriodicalIF":0.0000,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Photoinduced oxidation of benzylic boronic esters to ketones/aldehydes via α-borylalkyl radicals†\",\"authors\":\"Zhijun Wang , Lanfeng Wei , Jichang Liu , Yu Wei , Liang Xu\",\"doi\":\"10.1039/d2qo01457b\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>A method for direct oxidation of boronic esters to the carbonyl groups has been established herein. Under the irradiation of visible light and O<sub>2</sub> atmosphere, ketones and aldehydes can be obtained in moderate to excellent yields. Using tetrabutylammonium tribromide (TBATB) as the catalyst, this procedure avoids using of metal-based (photo)catalysts. α-Borylalkyl radicals have been proposed as the key intermediates of this oxidation process.</p></div>\",\"PeriodicalId\":94379,\"journal\":{\"name\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"volume\":\"10 1\",\"pages\":\"Pages 104-108\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2023-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S2052411023003279\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052411023003279","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Photoinduced oxidation of benzylic boronic esters to ketones/aldehydes via α-borylalkyl radicals†
A method for direct oxidation of boronic esters to the carbonyl groups has been established herein. Under the irradiation of visible light and O2 atmosphere, ketones and aldehydes can be obtained in moderate to excellent yields. Using tetrabutylammonium tribromide (TBATB) as the catalyst, this procedure avoids using of metal-based (photo)catalysts. α-Borylalkyl radicals have been proposed as the key intermediates of this oxidation process.