Lei Bao , Bei-Bei Zhang , Zhi-Xiang Wang , Xiang-Yu Chen
{"title":"Ritter反应的光催化脱水†","authors":"Lei Bao , Bei-Bei Zhang , Zhi-Xiang Wang , Xiang-Yu Chen","doi":"10.1039/d2qo02046g","DOIUrl":null,"url":null,"abstract":"<div><p>The Ritter reaction is a powerful method for the synthesis of amides; however, the photoinduced Ritter reaction of alcohols is rarely reported. We herein report a simple and additive-free photocatalytic dehydration method for the efficient direct conversion of benzyl alcohols to the corresponding amides using an organic photocatalyst 2,4,6-triphenylpyrylium salt. Experimental and computational mechanistic analyses show that a non-conventional generation process of a carbocation is involved in this photoinduced Ritter reaction.</p></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"10 6","pages":"Pages 1375-1379"},"PeriodicalIF":0.0000,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"1","resultStr":"{\"title\":\"Photocatalytic dehydrations for the Ritter reaction†\",\"authors\":\"Lei Bao , Bei-Bei Zhang , Zhi-Xiang Wang , Xiang-Yu Chen\",\"doi\":\"10.1039/d2qo02046g\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>The Ritter reaction is a powerful method for the synthesis of amides; however, the photoinduced Ritter reaction of alcohols is rarely reported. We herein report a simple and additive-free photocatalytic dehydration method for the efficient direct conversion of benzyl alcohols to the corresponding amides using an organic photocatalyst 2,4,6-triphenylpyrylium salt. Experimental and computational mechanistic analyses show that a non-conventional generation process of a carbocation is involved in this photoinduced Ritter reaction.</p></div>\",\"PeriodicalId\":94379,\"journal\":{\"name\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"volume\":\"10 6\",\"pages\":\"Pages 1375-1379\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2023-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"1\",\"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/S2052411023005631\",\"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/S2052411023005631","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Photocatalytic dehydrations for the Ritter reaction†
The Ritter reaction is a powerful method for the synthesis of amides; however, the photoinduced Ritter reaction of alcohols is rarely reported. We herein report a simple and additive-free photocatalytic dehydration method for the efficient direct conversion of benzyl alcohols to the corresponding amides using an organic photocatalyst 2,4,6-triphenylpyrylium salt. Experimental and computational mechanistic analyses show that a non-conventional generation process of a carbocation is involved in this photoinduced Ritter reaction.