• 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

连续缩合、C-N 和 N-N 键形成:一锅法三组分合成 2H-吲唑的铜催化反应。

Consecutive condensation, C-N and N-N bond formations: a copper- catalyzed one-pot three-component synthesis of 2H-indazole.

机构信息

Department of Chemistry and Institute of Basic Science, Chonnam National University, Gwangju, 500-757, Republic of Korea.

出版信息

Org Lett. 2011 Jul 1;13(13):3542-5. doi: 10.1021/ol201409j. Epub 2011 Jun 6.

DOI:10.1021/ol201409j
PMID:21644532
Abstract

2H-Indazoles are synthesized using copper-catalyzed, one-pot, three-component reactions of 2-bromobenzaldehydes, primary amines, and sodium azide. A copper catalyst plays the key role in the formation of C-N and N-N bonds. This method has a broad substrate scope with a high tolerance for a variety of functional groups.

摘要

2H-吲唑是通过铜催化的一锅法、三组分反应,由 2-溴苯甲醛、伯胺和叠氮化钠合成得到的。铜催化剂在 C-N 和 N-N 键的形成中起着关键作用。该方法具有广泛的底物范围,对各种官能团具有很高的容忍度。

相似文献

1
Consecutive condensation, C-N and N-N bond formations: a copper- catalyzed one-pot three-component synthesis of 2H-indazole.连续缩合、C-N 和 N-N 键形成:一锅法三组分合成 2H-吲唑的铜催化反应。
Org Lett. 2011 Jul 1;13(13):3542-5. doi: 10.1021/ol201409j. Epub 2011 Jun 6.
2
Remarkably efficient synthesis of 2H-indazole 1-oxides and 2H-indazoles via tandem carbon-carbon followed by nitrogen-nitrogen bond formation.通过碳-碳串联反应随后形成氮-氮键,高效合成2H-吲唑-1-氧化物和2H-吲唑。
J Org Chem. 2008 Nov 21;73(22):9027-32. doi: 10.1021/jo8018895. Epub 2008 Oct 21.
3
Ligands for copper-catalyzed C-N bond forming reactions with 1 mol% CuBr as catalyst.铜催化的 C-N 键形成反应的配体,使用 1 mol% 的 CuBr 作为催化剂。
J Org Chem. 2011 May 6;76(9):3151-9. doi: 10.1021/jo1026035. Epub 2011 Mar 22.
4
Copper-catalyzed, one-pot, three-component synthesis of benzimidazoles by condensation and C-N bond formation.铜催化一锅法三组分缩合和 C-N 键形成合成苯并咪唑。
J Org Chem. 2011 Dec 2;76(23):9577-83. doi: 10.1021/jo2019416. Epub 2011 Nov 8.
5
Ultrasound promoted mild and facile one-pot, three component synthesis of 2H-indazoles by consecutive condensation, CN and NN bond formations catalysed by copper-doped silica cuprous sulphate (CDSCS) as an efficient heterogeneous nano-catalyst.超声促进了温和简便的一锅法三组分合成2H-吲唑,该反应通过连续缩合、形成C-N键和N-N键,以掺杂铜的二氧化硅硫酸铜(CDSCS)作为高效多相纳米催化剂催化进行。
Ultrason Sonochem. 2017 Jan;34:865-872. doi: 10.1016/j.ultsonch.2016.07.026. Epub 2016 Jul 28.
6
C-H functionalization/C-N bond formation: copper-catalyzed synthesis of benzimidazoles from amidines.C-H官能化/C-N键形成:铜催化脒类化合物合成苯并咪唑
Angew Chem Int Ed Engl. 2008;47(10):1932-4. doi: 10.1002/anie.200705420.
7
A DFT study of the mechanism of copper-catalyzed synthesis of 2H-indazoles from aryl azide.DFT 研究铜催化叠氮芳烃合成 2H-吲唑的反应机理。
Dalton Trans. 2014 Jan 7;43(1):55-62. doi: 10.1039/c3dt51950c.
8
Copper-catalyzed aerobic C(sp2)-H functionalization for C-N bond formation: synthesis of pyrazoles and indazoles.铜催化的有氧 C(sp2)-H 官能化反应用于 C-N 键形成:吡唑和吲唑的合成。
J Org Chem. 2013 Apr 19;78(8):3636-46. doi: 10.1021/jo400162d. Epub 2013 Apr 2.
9
A general and efficient approach to 2H-indazoles and 1H-pyrazoles through copper-catalyzed intramolecular N-N bond formation under mild conditions.在温和条件下通过铜催化的分子内 N-N 键形成,实现了 2H-吲唑和 1H-吡唑的通用且高效的方法。
Chem Commun (Camb). 2011 Sep 28;47(36):10133-5. doi: 10.1039/c1cc13908h. Epub 2011 Aug 9.
10
Copper-catalyzed synthesis of substituted indazoles from 2-chloroarenes at low catalyst-loading.铜催化 2-氯芳基化合物合成取代的吲唑,催化剂用量低。
Org Biomol Chem. 2012 Feb 21;10(7):1381-7. doi: 10.1039/c1ob05875d. Epub 2011 Dec 20.

引用本文的文献

1
Indazole - an emerging privileged scaffold: synthesis and its biological significance.吲唑——一种新兴的优势骨架:合成及其生物学意义
RSC Med Chem. 2025 Aug 19. doi: 10.1039/d5md00336a.
2
Innovative cascade reaction for 2H-indazole derivative synthesis.用于合成2H-吲唑衍生物的创新级联反应。
Mol Divers. 2025 Feb;29(1):551-559. doi: 10.1007/s11030-024-10874-0. Epub 2024 May 26.
3
Visible-Light-Driven Decarboxylative Coupling of 2-Indazoles with α-Keto Acids without Photocatalysts and Oxidants.可见光驱动的2-吲唑与α-酮酸的脱羧偶联反应,无需光催化剂和氧化剂
J Org Chem. 2024 May 3;89(9):6159-6168. doi: 10.1021/acs.joc.4c00176. Epub 2024 Apr 20.
4
Identification of Indazole-Based Thiadiazole-Bearing Thiazolidinone Hybrid Derivatives: Theoretical and Computational Approaches to Develop Promising Anti-Alzheimer's Candidates.含吲唑基噻二唑的噻唑烷酮杂化衍生物的鉴定:开发有前景的抗阿尔茨海默病候选药物的理论与计算方法
Pharmaceuticals (Basel). 2023 Nov 30;16(12):1667. doi: 10.3390/ph16121667.
5
Development of a Manufacturing Process toward the Convergent Synthesis of the COVID-19 Antiviral Ensitrelvir.用于新冠病毒抗病毒药物恩昔瑞韦聚合合成的制造工艺开发
ACS Cent Sci. 2023 Apr 7;9(4):836-843. doi: 10.1021/acscentsci.2c01203. eCollection 2023 Apr 26.
6
Oxidative cross-dehydrogenative coupling (CDC) C-H bond functionalization: -butyl peroxybenzoate (TBPB)-promoted regioselective direct C-3 acylation/benzoylation of 2-indazoles with aldehydes/benzyl alcohols/styrenes.氧化交叉脱氢偶联(CDC)C-H键官能团化:过氧苯甲酸叔丁酯(TBPB)促进的2-吲唑与醛/苄醇/苯乙烯的区域选择性直接C-3酰化/苯甲酰化反应。
RSC Adv. 2021 Apr 15;11(23):14178-14192. doi: 10.1039/d1ra02225c. eCollection 2021 Apr 13.
7
A regioselective C7 bromination and C7 palladium-catalyzed Suzuki-Miyaura cross-coupling arylation of 4-substituted NH-free indazoles.4-取代无NH吲唑的区域选择性C7溴化反应及C7钯催化的铃木-宫浦交叉偶联芳基化反应
RSC Adv. 2021 Feb 10;11(12):7107-7114. doi: 10.1039/d0ra08598g. eCollection 2021 Feb 4.
8
Direct Preparation of -Substituted Pyrazoles from Primary Aliphatic or Aromatic Amines.直接由伯胺制备 - 取代吡唑。
J Org Chem. 2021 Jul 16;86(14):9353-9359. doi: 10.1021/acs.joc.1c00606. Epub 2021 Jul 1.
9
Synthesis, Antiprotozoal Activity, and Cheminformatic Analysis of 2-Phenyl-2-Indazole Derivatives.合成、抗原生动物活性及 2-苯基-2-吲唑衍生物的 cheminformatic 分析。
Molecules. 2021 Apr 8;26(8):2145. doi: 10.3390/molecules26082145.
10
Mn(III)-Mediated C-H Phosphorylation of Indazoles with Dialkyl Phosphites.亚磷酸二烷基酯介导的吲唑的锰(III)-介导的C-H磷酸化反应
ACS Omega. 2019 May 23;4(5):9049-9055. doi: 10.1021/acsomega.9b01121. eCollection 2019 May 31.