• 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

TfOH-catalyzed formal [3 + 2] cycloaddition of cyclopropane 1,1-diesters with nitriles.

作者信息

Cui Bo, Ren Jun, Wang Zhongwen

机构信息

State Key Laboratory and Institute of Elemento-Organic Chemistry, Synergetic Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University , 94 Weijin Road, Tianjin 300071, P. R. China.

出版信息

J Org Chem. 2014 Jan 17;79(2):790-6. doi: 10.1021/jo402383a. Epub 2013 Dec 23.

DOI:10.1021/jo402383a
PMID:24328077
Abstract

A triflic acid-catalyzed formal [3 + 2] cycloaddition of cyclopropane 1,1-diesters with nitriles was developed. This reaction was expeditious, and the scope of the substituents in both cyclopropanes and nitriles was broad. This supplies an efficient and practical method for the synthesis of 1-pyrrolines.

摘要

相似文献

1
TfOH-catalyzed formal [3 + 2] cycloaddition of cyclopropane 1,1-diesters with nitriles.
J Org Chem. 2014 Jan 17;79(2):790-6. doi: 10.1021/jo402383a. Epub 2013 Dec 23.
2
Intramolecular formal [4 + 2] cycloaddition of nitriles with amides triggered by TMSOTf/Et3N: highly efficient construction of pyrrolo[1,2-a]pyrimidin-4(6H)-ones.TMSOTf/Et3N引发的腈与酰胺的分子内形式[4 + 2]环加成反应：吡咯并[1,2 - a]嘧啶 - 4(6H)-酮的高效构建
J Org Chem. 2009 Aug 7;74(15):5699-702. doi: 10.1021/jo900907h.
3
TfOH-catalyzed tandem cyclopropane ring enlargement/C-C formation/etherification of alkynylcyclopropanes and 1,3-diketones to cyclobutane-fused dihydrofurans.三氟甲磺酸铯催化的炔丙基环丙烷与 1,3-二酮的串联环丙烷扩环/C-C 形成/醚化反应合成环丁烷并二氢呋喃。
Chem Commun (Camb). 2011 Jan 14;47(2):794-6. doi: 10.1039/c0cc04283h. Epub 2010 Nov 26.
4
AlCl3-promoted formal [2 + 3]-cycloaddition of 1,1-cyclopropane diesters with N-benzylic sulfonamides to construct highly stereoselective indane derivatives.三氯化铝促进的 1,1-环丙烷二酯与 N-苄基磺酰胺的[2 + 3]-环加成反应，构建高度立体选择性的茚满衍生物。
Org Lett. 2014 Apr 4;16(7):1856-9. doi: 10.1021/ol500136x. Epub 2014 Mar 17.
5
Lewis Acid Catalyzed Formal Intramolecular [3 + 3] Cross-Cycloaddition of Cyclopropane 1,1-Diesters for Construction of Benzobicyclo[2.2.2]octane Skeletons.用于构建苯并双环[2.2.2]辛烷骨架的环丙烷-1,1-二酯的路易斯酸催化形式分子内[3 + 3]交叉环加成反应
Org Lett. 2015 Sep 4;17(17):4180-3. doi: 10.1021/acs.orglett.5b01927. Epub 2015 Aug 27.
6
Lewis acids promoted formal intramolecular [3 + 2] parallel and cross-cycloadditions of cyclopropane 1,1-diesters with allenes.路易斯酸促进了环丙烷 1,1-二酯与丙二烯的分子内[3+2]平行和交叉环加成反应。
Org Lett. 2013 Nov 15;15(22):5682-5. doi: 10.1021/ol402662j. Epub 2013 Oct 30.
7
TiCl4 promoted formal [3 + 3] cycloaddition of cyclopropane 1,1-diesters with azides: synthesis of highly functionalized triazinines and azetidines.TiCl4 促进环丙烷 1,1-二酯与叠氮化物的形式 [3 + 3] 环加成：高官能化的三嗪和氮杂环丁烷的合成。
Org Lett. 2014 Sep 19;16(18):4896-9. doi: 10.1021/ol5024079. Epub 2014 Sep 5.
8
Lewis acid catalyzed formal intramolecular [3+2] cross-cycloaddition of cyclopropane 1,1-diesters with alkenes: general and efficient strategy for construction of bridged [n.2.1] carbocyclic skeletons.路易斯酸催化环丙烷-1,1-二酯与烯烃的分子内形式[3+2]交叉环加成反应：构建桥连[n.2.1]碳环骨架的通用且高效策略。
Angew Chem Int Ed Engl. 2013 Feb 11;52(7):2032-7. doi: 10.1002/anie.201206484. Epub 2013 Jan 10.
9
Total synthesis of (+/-)-goniomitine via a formal nitrile/donor-acceptor cyclopropane [3 + 2] cyclization.通过形式上的腈/给体-受体环丙烷[3 + 2]环化反应全合成(±)-戈尼米亭。
Org Lett. 2008 Jan 17;10(2):157-9. doi: 10.1021/ol702376j. Epub 2007 Dec 18.
10
Efficient construction of oxa- and aza-[n.2.1] skeletons: Lewis acid catalyzed intramolecular [3+2] cycloaddition of cyclopropane 1,1-diesters with carbonyls and imines.氧杂和氮杂-[n.2.1]骨架的高效构建：路易斯酸催化环丙烷-1,1-二酯与羰基和亚胺的分子内[3+2]环加成反应。
Angew Chem Int Ed Engl. 2010 Apr 19;49(18):3215-8. doi: 10.1002/anie.201000563.

引用本文的文献

1
Synthesis and Evaluation of the Antiproliferative Activity of the Derivatives of 3,5-Diaryl-3,4-dihydro-2-pyrrole-2-carboxylic Acids.3,5-二芳基-3,4-二氢-2-吡咯-2-羧酸衍生物的合成及其抗增殖活性评估
Molecules. 2025 Apr 3;30(7):1602. doi: 10.3390/molecules30071602.
2
Synthesis of Spiropyrrolines One-Pot TfO-Mediated Amide Activation/Formal [3 + 2]-Cycloaddition of α-Formylamino Ketones.螺吡咯啉的合成：三氟甲磺酸根介导的酰胺活化/α-甲酰氨基酮的形式[3+2]环加成一锅法
J Org Chem. 2024 Sep 20;89(18):13031-13037. doi: 10.1021/acs.joc.4c01128. Epub 2024 Sep 4.
3
Donor-Acceptor Cyclopropanes: Activation Enabled by a Single, Vinylogous Acceptor.
给体-受体环丙烷：通过单个烯醇式受体实现的活化。
Angew Chem Int Ed Engl. 2023 Jan 2;62(1):e202214390. doi: 10.1002/anie.202214390. Epub 2022 Nov 30.
4
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.
5
Radical differentiation of two ester groups in unsymmetrical diazomalonates for highly asymmetric olefin cyclopropanation.用于高度不对称烯烃环丙烷化的不对称重氮丙二酸酯中两个酯基的自由基分化
Chem Catal. 2022 Feb 17;2(2):330-344. doi: 10.1016/j.checat.2021.11.018. Epub 2021 Dec 29.
6
Tin(iv) chloride mediated (3 + 2) annulation of -2-aroyl-3-styrylcyclopropane-1,1-dicarboxylates with nitriles: diastereoselective access to 5-vinyl-1-pyrroline derivatives.四氯化锡介导的 -2-芳酰基-3-苯乙烯基环丙烷-1,1-二羧酸酯与腈的(3 + 2)环化反应：非对映选择性合成5-乙烯基-1-吡咯啉衍生物
RSC Adv. 2021 Apr 21;11(25):14980-14985. doi: 10.1039/d1ra01194d.
7
Synthesis of new tricyclic 5,6-dihydro-4-benzo[][1,2,4]triazolo[1,5-][1,4]diazepine derivatives by [3 + 2]-cycloaddition/rearrangement reactions.通过[3 + 2] - 环加成/重排反应合成新型三环5,6 - 二氢 - 4 - 苯并[][1,2,4]三唑并[1,5 - ][1,4]二氮杂卓衍生物。
Beilstein J Org Chem. 2018 Jul 18;14:1826-1833. doi: 10.3762/bjoc.14.155. eCollection 2018.