{"title":"Pd/ c催化吲哚羟基化和羰基化酯化反应制备吲哚-3羧酸和酯","authors":"Poonam Sharma, , , Pushkar Mehara, , , Ashish Kumar, , and , Pralay Das*, ","doi":"10.1021/acs.orglett.5c03216","DOIUrl":null,"url":null,"abstract":"<p >An unprecedented and robust Pd/C catalytic platform has been introduced for regioselective hydrocarboxylation as well as carbonylative esterification of indoles with aliphatic alcohols employing oxalic acid as the CO precursor. The developed strategy efficiently enables the synthesis of diverse classes of indole-3-carboxylic acids and esters with excellent regioselectivity and good yields under mild reaction conditions. Notably, phosphine ligand-free conditions, utilization of economical and bench-stable oxalic acid as the C1 source, commercially accessible and reusable Pd/C as a catalyst, and gram scale applicability are the additional benefits of the established methodology.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"27 39","pages":"10974–10979"},"PeriodicalIF":5.0000,"publicationDate":"2025-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Pd/C-Catalyzed Hydrocarboxylation and Carbonylative Esterification of Indoles to Indole-3-carboxylic Acids and Esters\",\"authors\":\"Poonam Sharma, , , Pushkar Mehara, , , Ashish Kumar, , and , Pralay Das*, \",\"doi\":\"10.1021/acs.orglett.5c03216\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >An unprecedented and robust Pd/C catalytic platform has been introduced for regioselective hydrocarboxylation as well as carbonylative esterification of indoles with aliphatic alcohols employing oxalic acid as the CO precursor. The developed strategy efficiently enables the synthesis of diverse classes of indole-3-carboxylic acids and esters with excellent regioselectivity and good yields under mild reaction conditions. Notably, phosphine ligand-free conditions, utilization of economical and bench-stable oxalic acid as the C1 source, commercially accessible and reusable Pd/C as a catalyst, and gram scale applicability are the additional benefits of the established methodology.</p>\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"27 39\",\"pages\":\"10974–10979\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-09-19\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.orglett.5c03216\",\"RegionNum\":1,\"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 Letters","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.orglett.5c03216","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Pd/C-Catalyzed Hydrocarboxylation and Carbonylative Esterification of Indoles to Indole-3-carboxylic Acids and Esters
An unprecedented and robust Pd/C catalytic platform has been introduced for regioselective hydrocarboxylation as well as carbonylative esterification of indoles with aliphatic alcohols employing oxalic acid as the CO precursor. The developed strategy efficiently enables the synthesis of diverse classes of indole-3-carboxylic acids and esters with excellent regioselectivity and good yields under mild reaction conditions. Notably, phosphine ligand-free conditions, utilization of economical and bench-stable oxalic acid as the C1 source, commercially accessible and reusable Pd/C as a catalyst, and gram scale applicability are the additional benefits of the established methodology.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.