• 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

钯催化的烯酰胺与二氮杂双环烯烃的氧化环化反应:快速合成环戊烯稠合的2-吡咯啉

Pd-Catalyzed oxidative annulation of enamides with diazabicyclic olefins: rapid access to cyclopentene fused 2-pyrrolines.

作者信息

Santhini P V, Nimisha G, John Jubi, Suresh E, Varma R Luxmi, Radhakrishnan K V

机构信息

Academy of Scientific and Innovative Research (AcSIR), New Delhi 110001, India and Organic Chemistry Section, CSIR-National Institute for Interdisciplinary Science and Technology, Thiruvananthapuram 695019, India.

Central Salt and Marine Chemicals Research Institute, Bhavnagar 364 002, India.

出版信息

Chem Commun (Camb). 2017 Feb 2;53(11):1848-1851. doi: 10.1039/c6cc08753a.

DOI:10.1039/c6cc08753a
PMID:28111650
Abstract

An efficient stereoselective route for the synthesis of cyclopentene fused 2-pyrrolines has been established via a Pd-catalyzed C-H activation/oxidative coupling of aryl enamides with diazabicyclic olefins. The proposed two-stage mechanism was successfully proven by isolating the intermediate trans-disubstituted cyclopentene.

摘要

通过钯催化的芳基烯酰胺与二氮杂双环烯烃的C-H活化/氧化偶联反应,建立了一种高效立体选择性合成环戊烯稠合2-吡咯啉的方法。通过分离中间体反式二取代环戊烯,成功证明了所提出的两步反应机理。

相似文献

1
Pd-Catalyzed oxidative annulation of enamides with diazabicyclic olefins: rapid access to cyclopentene fused 2-pyrrolines.钯催化的烯酰胺与二氮杂双环烯烃的氧化环化反应:快速合成环戊烯稠合的2-吡咯啉
Chem Commun (Camb). 2017 Feb 2;53(11):1848-1851. doi: 10.1039/c6cc08753a.
2
Trapping the Lewis acid generated transient species from pentafulvene derived diazanorbornenes with ortho-functionalized aryl iodides and aliphatic alcohols.用邻位官能化芳基碘化物和脂肪醇捕获由戊搭烯衍生的二氮杂降冰片烯产生的路易斯酸瞬态物种。
Org Biomol Chem. 2014 May 21;12(19):3045-61. doi: 10.1039/c4ob00031e.
3
Rhodium catalyzed oxidative coupling of salicylaldehydes with diazabicyclic olefins: a one pot strategy involving aldehyde C-H cleavage and π-allyl chemistry towards the synthesis of fused ring chromanones.铑催化水杨醛与二氮杂双环烯烃的氧化偶联反应:一锅法策略涉及醛 C-H 断裂和 π-烯丙基化学,用于合成稠合环色满酮。
Chem Commun (Camb). 2013 Aug 25;49(66):7349-51. doi: 10.1039/c3cc43485k.
4
Palladium/Lewis acid mediated domino reaction of pentafulvene derived diazabicyclic olefins: efficient access to spiropentacyclic motif with an indoline and pyrazolidine fused to cyclopentene.钯/路易斯酸介导的五氟戊二烯衍生的二氮杂双环烯烃的多米诺反应:高效构建螺环五元环母核,其中吲哚啉和吡唑烷与环戊烯稠合。
Org Lett. 2013 Jul 5;15(13):3338-41. doi: 10.1021/ol401374d. Epub 2013 Jun 19.
5
Hydrogen-bond-directed highly stereoselective synthesis of Z-enamides via Pd-catalyzed oxidative amidation of conjugated olefins.通过钯催化共轭烯烃的氧化酰胺化反应,以氢键为导向的Z-烯酰胺的高度立体选择性合成。
J Am Chem Soc. 2006 Oct 4;128(39):12954-62. doi: 10.1021/ja0639315.
6
Palladium catalyzed tandem ring opening-ring closing reaction of diazabicyclic alkenes: a facile one pot strategy for cyclopentannulation of heterocycles.钯催化二氮杂双环烯烃的串联开环-闭环反应:一种用于杂环环戊烷化的简便一锅法策略。
J Am Chem Soc. 2009 Apr 15;131(14):5042-3. doi: 10.1021/ja900477e.
7
Phosphine-Catalyzed (4+1) Annulation: Rearrangement of Allenylic Carbamates to 3-Pyrrolines through Phosphonium Diene Intermediates.膦催化的(4+1)环化反应:通过鏻二烯中间体将烯丙基氨基甲酸酯重排为3-吡咯啉。
ChemCatChem. 2020 Sep 4;12(17):4352-4372. doi: 10.1002/cctc.202000626. Epub 2020 May 22.
8
Pd-catalyzed oxidative coupling of enamides and alkynes for synthesis of substituted pyrroles.钯催化烯酰胺与炔烃的氧化偶联反应合成取代吡咯。
Org Lett. 2014 Jan 17;16(2):608-11. doi: 10.1021/ol403517p. Epub 2014 Jan 9.
9
Catalytic Diastereoselective [5 + 2] Annulation of -Acryloyl Indoles with Cyclic Sulfonyl Enamides: Facile Access to Isoeburnamonine.
Org Lett. 2020 Feb 7;22(3):1013-1017. doi: 10.1021/acs.orglett.9b04556. Epub 2020 Jan 23.
10
Palladium-catalyzed annulation of diarylamines with olefins through C-H activation: direct access to N-arylindoles.钯催化的通过 C-H 活化的二芳基胺与烯烃的环化反应:直接构建 N-芳基吲哚。
Angew Chem Int Ed Engl. 2014 Oct 27;53(44):11895-9. doi: 10.1002/anie.201406284. Epub 2014 Sep 9.

引用本文的文献

1
Transition-metal-catalyzed domino reactions of strained bicyclic alkenes.过渡金属催化的张力双环烯烃的多米诺反应。
Beilstein J Org Chem. 2023 Apr 24;19:487-540. doi: 10.3762/bjoc.19.38. eCollection 2023.
2
Metal-mediated synthesis of pyrrolines.金属介导的吡咯啉合成。
RSC Adv. 2019 Feb 27;9(12):6804-6844. doi: 10.1039/c8ra10247c. eCollection 2019 Feb 22.