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

IF 5 1区 化学 Q1 CHEMISTRY, ORGANIC
Poonam Sharma, , , Pushkar Mehara, , , Ashish Kumar, , and , Pralay Das*, 
{"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,&nbsp;, ,&nbsp;Pushkar Mehara,&nbsp;, ,&nbsp;Ashish Kumar,&nbsp;, and ,&nbsp;Pralay Das*,&nbsp;","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,&nbsp;, ,&nbsp;Pushkar Mehara,&nbsp;, ,&nbsp;Ashish Kumar,&nbsp;, and ,&nbsp;Pralay Das*,&nbsp;\",\"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}
引用次数: 0

摘要

一个前所未有的和强大的Pd/C催化平台已经引入了区域选择性羟基化以及羰基化酯化吲哚与脂肪醇使用草酸作为CO前体。在温和的反应条件下,有效地合成了不同种类的吲哚-3羧酸和酯,具有优异的区域选择性和良好的产率。值得注意的是,无膦配体条件,使用经济且稳定的草酸作为C1源,商业上可获得且可重复使用的Pd/C作为催化剂,以及克级适用性是所建立方法的额外优点。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Pd/C-Catalyzed Hydrocarboxylation and Carbonylative Esterification of Indoles to Indole-3-carboxylic Acids and Esters

Pd/C-Catalyzed Hydrocarboxylation and Carbonylative Esterification of Indoles to Indole-3-carboxylic Acids and Esters

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.

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
Organic Letters
Organic Letters 化学-有机化学
CiteScore
9.30
自引率
11.50%
发文量
1607
审稿时长
1.5 months
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.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信