Zakhar M. Rubanov , Vitalij V. Levin , Alexander D. Dilman
{"title":"羧酸的直接C1同源化:由吖啶催化实现的自由基方法","authors":"Zakhar M. Rubanov , Vitalij V. Levin , Alexander D. Dilman","doi":"10.1039/d4qo02442g","DOIUrl":null,"url":null,"abstract":"<div><div>A photocatalytic C1 homologation of carboxylic acids is described. The transformation is performed in a convenient one-pot procedure. The key step is decarboxylative radical addition to a tosylhydrazone derived from ethyl glyoxylate, which is mediated by a dual acridine/decatungstate photocatalytic system. The resulting hydrazide intermediate is easily converted to the homologated carboxylic ester by treatment with a base.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 7","pages":"Pages 2255-2259"},"PeriodicalIF":0.0000,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Direct C1 homologation of carboxylic acids: free radical approach enabled by acridine catalysis†\",\"authors\":\"Zakhar M. Rubanov , Vitalij V. Levin , Alexander D. Dilman\",\"doi\":\"10.1039/d4qo02442g\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A photocatalytic C1 homologation of carboxylic acids is described. The transformation is performed in a convenient one-pot procedure. The key step is decarboxylative radical addition to a tosylhydrazone derived from ethyl glyoxylate, which is mediated by a dual acridine/decatungstate photocatalytic system. The resulting hydrazide intermediate is easily converted to the homologated carboxylic ester by treatment with a base.</div></div>\",\"PeriodicalId\":94379,\"journal\":{\"name\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"volume\":\"12 7\",\"pages\":\"Pages 2255-2259\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2025-02-12\",\"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/S2052412925000786\",\"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/S2052412925000786","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Direct C1 homologation of carboxylic acids: free radical approach enabled by acridine catalysis†
A photocatalytic C1 homologation of carboxylic acids is described. The transformation is performed in a convenient one-pot procedure. The key step is decarboxylative radical addition to a tosylhydrazone derived from ethyl glyoxylate, which is mediated by a dual acridine/decatungstate photocatalytic system. The resulting hydrazide intermediate is easily converted to the homologated carboxylic ester by treatment with a base.