• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

二甲基亚砜促进了无催化剂的氧化C-N/C-O偶联反应,用于合成咪唑和恶唑。

DMSO promoted catalyst-free oxidative C-N/C-O couplings towards synthesis of imidazoles and oxazoles.

作者信息

Bera Debasish, Sarkar Rajib, Dhar Tiyasa, Saha Pinaki, Ghosh Prasanta, Mukhopadhyay Chhanda

机构信息

Department of Chemistry, University of Calcutta, 92 APC Road, Kolkata-700009, India.

Department of Chemistry, Prabhu Jagatbandhu College, Jhorehat, Andul-Mouri, Howrah-711302, India.

出版信息

Org Biomol Chem. 2024 May 8;22(18):3684-3692. doi: 10.1039/d4ob00383g.

DOI:10.1039/d4ob00383g
PMID:38624070
Abstract

Dimethyl sulfoxide (DMSO)-promoted catalyst-free oxidative C-N coupling and C-O coupling under oxidant-free conditions are outlined. This protocol is operationally simple and leads to various functionalized substituted imidazoles or oxazoles in good yields. To date, a very limited number of oxidation protocols have been established, where DMSO acts solely as a catalyst or an oxidant or both. In this report, DMSO is not only used as a C-N/C-O coupling agent but is also used as the oxidant required for these oxidative transformations. Hence, our demonstrated DMSO-promoted catalyst-free coupling transformation has the ability to lead to a new dimension in the field of oxidative coupling.

摘要

概述了在无氧化剂条件下二甲基亚砜(DMSO)促进的无催化剂氧化C-N偶联和C-O偶联。该方法操作简单,能以良好的产率得到各种官能化的取代咪唑或恶唑。迄今为止,已建立的氧化方法数量非常有限,其中DMSO仅作为催化剂或氧化剂或两者兼而有之。在本报告中,DMSO不仅用作C-N/C-O偶联剂,还用作这些氧化转化所需的氧化剂。因此,我们所展示的DMSO促进的无催化剂偶联转化有能力在氧化偶联领域开辟一个新的方向。

相似文献

1
DMSO promoted catalyst-free oxidative C-N/C-O couplings towards synthesis of imidazoles and oxazoles.二甲基亚砜促进了无催化剂的氧化C-N/C-O偶联反应,用于合成咪唑和恶唑。
Org Biomol Chem. 2024 May 8;22(18):3684-3692. doi: 10.1039/d4ob00383g.
2
Erratum: Preparation of Poly(pentafluorophenyl acrylate) Functionalized SiO2 Beads for Protein Purification.勘误:用于蛋白质纯化的聚(丙烯酸五氟苯酯)功能化二氧化硅微珠的制备
J Vis Exp. 2019 Apr 30(146). doi: 10.3791/6328.
3
Pd-Catalyzed Oxidative Aldehyde-spC-H Functionalization and Cyclization Using NHC with Mild Oxidant DMSO for the Selective Synthesis of Esters, Sugar-Based Analogues, and β-Hydroxy Chromanones: An O-Labeling Study.钯催化的氧化醛基spC-H官能化及环化反应:使用氮杂环卡宾与温和氧化剂二甲基亚砜选择性合成酯、糖基类似物和β-羟基色满酮的O-标记研究
ACS Omega. 2016 Nov 30;1(5):981-995. doi: 10.1021/acsomega.6b00261. Epub 2016 Nov 21.
4
Catalyst and additive-free regioselective oxidative C-H thio/selenocyanation of arenes and heteroarenes with elemental sulfur/selenium and TMSCN.无催化剂和添加剂的区域选择性氧化 C-H 硫代/硒氰化反应,用于芳基和杂芳基化合物与元素硫/硒和 TMSCN 的反应。
Chem Commun (Camb). 2018 Nov 27;54(95):13367-13370. doi: 10.1039/c8cc07905f.
5
Aerobic Intramolecular Oxidative Coupling Using Heterogeneous Catalyst for Synthesis of N-Substituted 2,3,6,7-Tetramethoxycarbazoles.使用多相催化剂通过需氧分子内氧化偶联反应合成N-取代的2,3,6,7-四甲氧基咔唑
Chem Pharm Bull (Tokyo). 2020;68(2):167-172. doi: 10.1248/cpb.c19-00947.
6
Photocatalytic Activation of Less Reactive Bonds and Their Functionalization via Hydrogen-Evolution Cross-Couplings.通过析氢交叉偶联实现低活性键的光催化活化及其功能化
Acc Chem Res. 2018 Oct 16;51(10):2512-2523. doi: 10.1021/acs.accounts.8b00267. Epub 2018 Oct 3.
7
Catalyst-free reactions of anilines with β-chloroenones: synthesis of α-chloroenaminones and 1,4-benzodiazepines.苯胺与β-氯代烯酮的无催化剂反应:α-氯代烯胺酮和1,4-苯并二氮杂䓬的合成
Org Biomol Chem. 2024 Nov 21;22(45):8857-8868. doi: 10.1039/d4ob00954a.
8
Electrochemical Oxidative Cross-Coupling with Hydrogen Evolution Reactions.电化学氧化交叉偶联与析氢反应。
Acc Chem Res. 2019 Dec 17;52(12):3309-3324. doi: 10.1021/acs.accounts.9b00512. Epub 2019 Nov 27.
9
Metal-free oxidative coupling of aryl acetylene with elemental sulphur and amines: facile access to α-ketothioamides.
Org Biomol Chem. 2024 Jul 24;22(29):5913-5917. doi: 10.1039/d4ob00830h.
10
Mechanochemical Conditions for Intramolecular N-O Couplings via Rhodium Nitrenoids Generated from N-Acyl Sulfonimidamides.通过由N-酰基磺酰亚胺酰胺生成的铑氮宾实现分子内N-O偶联的机械化学条件
Angew Chem Int Ed Engl. 2024 Dec 9;63(50):e202413181. doi: 10.1002/anie.202413181. Epub 2024 Nov 9.

引用本文的文献

1
Simple synthesis of 2-(phenylsulphinyl)benzo[]oxazole derivatives a silver-catalysed tandem condensation reaction.2-(苯基亚磺酰基)苯并恶唑衍生物的简易合成——一种银催化的串联缩合反应
RSC Adv. 2025 Feb 19;15(8):5698-5702. doi: 10.1039/d5ra00983a.