• 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

Copper-catalyzed three-component synthesis of 3-aminopyrazoles and 4-iminopyrimidines via β-alkynyl-N-sulfonyl ketenimine intermediates.

作者信息

Xing Yanpeng, Cheng Binyu, Wang Jing, Lu Ping, Wang Yanguang

机构信息

Department of Chemistry, Zhejiang University , Hangzhou 310027, P. R. China.

出版信息

Org Lett. 2014 Sep 19;16(18):4814-7. doi: 10.1021/ol502302w. Epub 2014 Aug 28.

DOI:10.1021/ol502302w
PMID:25167465
Abstract

3-Aminopyrazoles and 4-iminopyrimidines were efficiently prepared via copper-catalyzed three-component reactions of butadiynes, sulfonylazides, and hydrazides or imidamides. The reactions were regioselectively approached via the formation of a β-alkynyl-N-sulfonyl ketenimine intermediate which represented a new and effective 1,3-dielectrophilic equivalent in organic synthesis.

摘要

相似文献

1
Copper-catalyzed three-component synthesis of 3-aminopyrazoles and 4-iminopyrimidines via β-alkynyl-N-sulfonyl ketenimine intermediates.
Org Lett. 2014 Sep 19;16(18):4814-7. doi: 10.1021/ol502302w. Epub 2014 Aug 28.
2
Mechanistic studies on the Cu-catalyzed three-component reactions of sulfonyl azides, 1-alkynes and amines, alcohols, or water: dichotomy via a common pathway.关于磺酰叠氮化物、1-炔烃与胺、醇或水的铜催化三组分反应的机理研究:通过共同途径的二分法
J Org Chem. 2008 Jul 18;73(14):5520-8. doi: 10.1021/jo800733p. Epub 2008 Jun 17.
3
Copper-catalyzed reaction of ketenimine and in situ generated immonium ion: access to α,β-unsaturated amidines.铜催化的酮亚胺与原位生成的亚铵离子反应:α,β-不饱和脒的合成。
J Org Chem. 2014 Feb 7;79(3):936-42. doi: 10.1021/jo402368x.
4
Efficient approach to 4-sulfonamidoquinolines via copper(I)-catalyzed cascade reaction of sulfonyl azides with alkynyl imines.通过铜(I)催化的磺酰叠氮与炔基亚胺的级联反应高效合成 4-磺胺喹啉。
Org Lett. 2013 Apr 5;15(7):1480-3. doi: 10.1021/ol400219n. Epub 2013 Mar 22.
5
Copper-Catalyzed Regio- and Stereoselective Sulfonylation of Alkynyl Imines with Sulfonyl Hydrazides: Access to ()-β-Sulfonyl Enones.铜催化炔基亚胺与磺酰肼的区域和立体选择性磺酰化反应:合成()-β-磺酰基烯酮
J Org Chem. 2022 Oct 7;87(19):13322-13330. doi: 10.1021/acs.joc.2c01192. Epub 2022 Sep 21.
6
Highly efficient one-pot synthesis of N-sulfonylamidines by Cu-catalyzed three-component coupling of sulfonyl azide, alkyne, and amine.通过铜催化磺酰叠氮化物、炔烃和胺的三组分偶联高效一锅法合成N-磺酰脒。
J Am Chem Soc. 2005 Feb 23;127(7):2038-9. doi: 10.1021/ja0432968.
7
Copper-catalyzed cascade preparation of dihydropyrimidin-4-ones from N-(prop-2-yn-1-yl)amides and azides.铜催化的 N-(丙炔-1-基)酰胺和叠氮化物的二氢嘧啶-4-酮的级联制备。
J Org Chem. 2013 Sep 6;78(17):8816-20. doi: 10.1021/jo401094j. Epub 2013 Aug 13.
8
Cu-catalyzed conversion of propargyl acetates to E-α,β-unsaturated amides via ketenimine formation with sulfonyl azides.铜催化的炔丙基乙酸酯通过与磺酰叠氮形成烯酮亚胺转化为E-α,β-不饱和酰胺。
J Org Chem. 2014 Jan 17;79(2):823-8. doi: 10.1021/jo402570t. Epub 2013 Dec 27.
9
Copper-catalyzed cascade transformation of O-propargylic oximes with sulfonyl azides to α,β-unsaturated N-acylamidines.铜催化的邻炔丙基肟与磺酰叠氮化物向α,β-不饱和N-酰基脒的串联转化反应
Org Lett. 2014 Oct 3;16(19):5184-7. doi: 10.1021/ol502541w. Epub 2014 Sep 16.
10
Selectivity for Alkynyl or Allenyl Imidamides and Imidates in Copper-Catalyzed Reactions of Terminal 1,3-Diynes and Azides.末端1,3 - 二炔与叠氮化物在铜催化反应中对炔基或烯丙基咪唑酰胺和亚胺酯的选择性
Org Lett. 2021 Feb 5;23(3):697-701. doi: 10.1021/acs.orglett.0c03861. Epub 2021 Jan 14.

引用本文的文献

1
Beyond 1,2,3-triazoles: Formation and Applications of Ketemines Derived from Copper Catalyzed Azide Alkyne Cycloaddition.超越1,2,3-三唑:铜催化叠氮-炔环加成衍生酮胺的形成与应用
Curr Org Synth. 2024;21(4):359-379. doi: 10.2174/1570179420666220929152449.
2
Preparation of 1,2-substituted benzimidazoles a copper-catalyzed three component coupling reaction.1,2-取代苯并咪唑的制备——一种铜催化的三组分偶联反应
RSC Adv. 2021 Feb 25;11(15):8701-8707. doi: 10.1039/d1ra00650a. eCollection 2021 Feb 23.
3
Copper-Catalyzed One-Pot Synthesis of -Sulfonyl Amidines from Sulfonyl Hydrazine, Terminal Alkynes and Sulfonyl Azides.
铜催化一锅法合成 -磺酰基脒类化合物:由磺酰肼、末端炔烃和磺酰叠氮。
Molecules. 2021 Jun 17;26(12):3700. doi: 10.3390/molecules26123700.
4
Copper-Catalyzed Diversity-Oriented Synthesis (DOS) of 4-Amino-2-chromen-2-imines: Application of Kemp Elimination toward O-Heterocycles.铜催化的4-氨基-2-亚甲基色烯-2-亚胺的多样性导向合成(DOS):肯普消除反应在氧杂环上的应用
ACS Omega. 2018 Jul 23;3(7):8160-8168. doi: 10.1021/acsomega.8b01179. eCollection 2018 Jul 31.