Palladium-catalyzed amidation of carbazole derivatives via hydroamination of isocyanates†

IF 2.9 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-07-04 DOI:10.1039/D4OB00771A
Meng-Yuan Li, Peng Chen, Ming-Xia Pan, Hao-Lan Hu and Yi-Jun Jiang
{"title":"Palladium-catalyzed amidation of carbazole derivatives via hydroamination of isocyanates†","authors":"Meng-Yuan Li, Peng Chen, Ming-Xia Pan, Hao-Lan Hu and Yi-Jun Jiang","doi":"10.1039/D4OB00771A","DOIUrl":null,"url":null,"abstract":"<p >The first amidation of carbazoles at the N9 position <em>via</em> palladium-catalyzed hydroamination of isocyanates is demonstrated. This simple, general and efficient method could deliver a wide range of carbazole-<em>N</em>-carboxamides in up to 99% yield. The salient features of this transformation include simple conditions with no need for a strong base, high chemo- and regio-selectivities and good functional group tolerance. In particular, this work-up-free and chromatography-free protocol is time-saving, cost-effective and user-friendly.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":null,"pages":null},"PeriodicalIF":2.9000,"publicationDate":"2024-07-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2024/ob/d4ob00771a","RegionNum":3,"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

Abstract

The first amidation of carbazoles at the N9 position via palladium-catalyzed hydroamination of isocyanates is demonstrated. This simple, general and efficient method could deliver a wide range of carbazole-N-carboxamides in up to 99% yield. The salient features of this transformation include simple conditions with no need for a strong base, high chemo- and regio-selectivities and good functional group tolerance. In particular, this work-up-free and chromatography-free protocol is time-saving, cost-effective and user-friendly.

Abstract Image

Abstract Image

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
钯催化异氰酸酯加氢酰胺化咔唑衍生物。
首次展示了通过钯催化异氰酸酯的氢化作用在 N9 位酰胺化咔唑。这种简单、通用和高效的方法可以提供多种咔唑-N-羧酰胺,收率高达 99%。这种转化方法的显著特点包括无需强碱的简单条件、高化学选择性和区域选择性以及良好的官能团耐受性。特别是,这种无需操作和色谱的方案既省时、经济又方便使用。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 去求助
来源期刊
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: The international home of synthetic, physical and biomolecular organic chemistry.
期刊最新文献
A benzimidazole-based Cu(II) complex catalyzed site-selective C-H sulfenylation of imidazo-[1,2-a]pyridines using CS2 as a sulfur source. A direct oxidative esterification of aldehydes with alcohols mediated by photochemical C-H bromination. p-TSA catalyzed 6-endo-trig/dig cyclization of 5-aminopyrazoles and 3°/2°-propargylic alcohols: access to pyrazolo[1,5-a]dihydropyrimidines and pyrazolo[3,4-b]pyridines. Au(III)/TPPMS-catalyzed Friedel-Crafts benzylation of deactivated N-alkylanilines in water. Base-mediated synthesis of aryl enol ethers from α-aryl allylic alcohols and arylsulfonium salts.
×
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
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 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 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1