• 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

通过 1,3-质子迁移和[3+2]环加成的有机催化不对称多组分级联反应：合成吲哚衍生物的有效策略。

Organocatalytic asymmetric multicomponent cascade reaction via 1,3-proton shift and [3+2] cycloaddition: an efficient strategy for the synthesis of oxindole derivatives.

机构信息

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, PR China.

出版信息

Chem Commun (Camb). 2013 Aug 21;49(65):7213-5. doi: 10.1039/c3cc43755h. Epub 2013 Jul 10.

DOI:10.1039/c3cc43755h
PMID:23838686
Abstract

An efficient and powerful organocatalytic cascade reaction was achieved for the synthesis of biologically important chiral spiro[pyrrolidin-3,2'-oxindoles] using very simple and readily available starting materials. Three C-C bonds and four contiguous stereogenic centers including one quaternary stereocenter were established in a single operation with reasonable yields and good stereoselectivity.

摘要

一种高效、强大的有机催化级联反应被用于使用非常简单且易得的起始原料合成具有生物重要性的手性螺[吡咯烷-3,2'-氧吲哚]。在单个操作中建立了三个 C-C 键和四个连续的立体中心，包括一个季立体中心，具有合理的收率和良好的立体选择性。

相似文献

1
Organocatalytic asymmetric multicomponent cascade reaction via 1,3-proton shift and [3+2] cycloaddition: an efficient strategy for the synthesis of oxindole derivatives.通过 1,3-质子迁移和[3+2]环加成的有机催化不对称多组分级联反应：合成吲哚衍生物的有效策略。
Chem Commun (Camb). 2013 Aug 21;49(65):7213-5. doi: 10.1039/c3cc43755h. Epub 2013 Jul 10.
2
Highly diastereo- and enantioselective construction of a spiro[cyclopenta[b]indole-1,3'-oxindole] scaffold via catalytic asymmetric formal [3+2] cycloadditions.通过催化不对称形式[3+2]环加成反应实现螺[环戊并[b]吲哚-1,3'-氧化吲哚]骨架的高度非对映和对映选择性构建。
Chem Commun (Camb). 2014 Dec 28;50(100):15901-4. doi: 10.1039/c4cc07246d.
3
Asymmetric synthesis of a structurally and stereochemically complex spirooxindole pyran scaffold through an organocatalytic multicomponent cascade reaction.通过有机催化多组分级联反应不对称合成结构和立体化学复杂的螺环吲哚吡喃支架。
Chem Commun (Camb). 2012 Nov 4;48(85):10487-9. doi: 10.1039/c2cc36011j.
4
Scaffold-inspired enantioselective synthesis of biologically important spiro[pyrrolidin-3,2'-oxindoles] with structural diversity through catalytic isatin-derived 1,3-dipolar cycloadditions.受支架启发的通过催化色胺衍生的 1,3-偶极环加成反应具有结构多样性的生物重要的螺[吡咯烷-3,2'-氧吲哚]的对映选择性合成。
Chemistry. 2012 May 29;18(22):6885-94. doi: 10.1002/chem.201200358. Epub 2012 Apr 13.
5
The asymmetric synthesis of CF3-containing spiro[pyrrolidin-3,2'-oxindole] through the organocatalytic 1,3-dipolar cycloaddition reaction.通过有机催化的1,3-偶极环加成反应实现含CF3的螺[吡咯烷-3,2'-吲哚酮]的不对称合成。
Chem Commun (Camb). 2015 May 25;51(42):8789-92. doi: 10.1039/c4cc10216a.
6
One-pot tandem diastereoselective and enantioselective synthesis of functionalized oxindole-fused spiropyrazolidine frameworks.一锅法串联非对映选择性和对映选择性合成功能化氧化吲哚稠合螺吡唑烷骨架
Chemistry. 2014 Oct 6;20(41):13136-42. doi: 10.1002/chem.201403990. Epub 2014 Aug 28.
7
Organocatalytic Asymmetric Michael/Friedel-Crafts Cascade Reaction of 3-Pyrrolyl-oxindoles and α,β-Unsaturated Aldehydes for the Construction of Chiral Spiro[5,6-dihydropyrido[1,2-a]pyrrole-3,3'-oxindoles].3-吡咯基氧化吲哚与α,β-不饱和醛的有机催化不对称迈克尔/傅克串联反应用于构建手性螺[5,6-二氢吡啶并[1,2-a]吡咯-3,3'-氧化吲哚]
J Org Chem. 2015 Jun 5;80(11):5951-7. doi: 10.1021/acs.joc.5b00597. Epub 2015 May 26.
8
Organocatalytic tandem reaction to construct six-membered spirocyclic oxindoles with multiple chiral centres through a formal [2+2+2] annulation.通过形式上的[2+2+2]环加成反应，有机催化串联反应构建具有多个手性中心的六元螺环氧吲哚。
Chemistry. 2010 Mar 1;16(9):2852-6. doi: 10.1002/chem.200903009.
9
Asymmetric synthesis of spiro[isoxazolin-3,3'-oxindoles] via the catalytic 1,3-dipolar cycloaddition reaction of nitrile oxides.通过腈氧化物的催化1,3-偶极环加成反应实现螺[异恶唑啉-3,3'-氧化吲哚]的不对称合成。
J Org Chem. 2014 Aug 15;79(16):7703-10. doi: 10.1021/jo5012625. Epub 2014 Aug 4.
10
Brønsted acid catalyzed asymmetric diels-alder reactions: stereoselective construction of spiro[tetrahydrocarbazole-3,3'-oxindole] framework.布朗斯特酸催化的不对称狄尔斯-阿尔德反应：螺[四氢咔唑-3,3'-氧化吲哚]骨架的立体选择性构建
J Org Chem. 2015 Mar 20;80(6):3223-32. doi: 10.1021/acs.joc.5b00198. Epub 2015 Feb 27.

引用本文的文献

1
2-Oxindole and related heterocycles: synthetic methodologies for their natural products and related derivatives.2-氧代吲哚及相关杂环化合物：其天然产物及相关衍生物的合成方法
RSC Adv. 2023 May 11;13(21):14249-14267. doi: 10.1039/d3ra02217j. eCollection 2023 May 9.
2
A C-symmetric -heterocyclic carbene catalysed oxidative spiroannulation of isatin-derived enals: highly enantioselective synthesis of spirooxindole δ-lactones.一种C-对称-杂环卡宾催化的异吲哚酮衍生烯醛的氧化螺环化反应：螺环氧化吲哚δ-内酯的高对映选择性合成。
RSC Adv. 2018 Apr 24;8(28):15444-15447. doi: 10.1039/c8ra02009d. eCollection 2018 Apr 23.
3
A formal intermolecular [4 + 1] cycloaddition reaction of 3-chlorooxindole and -quinone methides: a facile synthesis of spirocyclic oxindole scaffolds.
3-氯氧化吲哚与醌甲基化物的正式分子间[4 + 1]环加成反应：螺环氧化吲哚骨架的简便合成
RSC Adv. 2021 May 24;11(30):18576-18579. doi: 10.1039/d1ra01086g. eCollection 2021 May 19.
4
Pd-Catalyzed Allylation of Imines to Access α-CF-Substituted α-Amino Acid Derivatives.钯催化亚胺的烯丙基化反应以制备α-碳氟取代的α-氨基酸衍生物。
European J Org Chem. 2019 Nov 14;2019(42):7122-7127. doi: 10.1002/ejoc.201901272. Epub 2019 Oct 9.
5
Synthesis of α-CF-proline derivatives by means of a formal (3 + 2)-cyclisation between trifluoropyruvate imines and Michael acceptors.通过三氟丙酮酸亚胺和迈克尔受体之间的形式（3 + 2）环化反应合成 α-CF-脯氨酸衍生物。
Org Biomol Chem. 2019 Jun 12;17(23):5731-5735. doi: 10.1039/c9ob01134j.
6
Catalytic Asymmetric Synthesis of Chiral γ-Amino Ketones via Umpolung Reactions of Imines.通过亚胺的反转反应实现手性γ-氨基酮的催化不对称合成。
J Am Chem Soc. 2016 Dec 14;138(49):15817-15820. doi: 10.1021/jacs.6b09754. Epub 2016 Nov 30.
7
Recent Advances in Dynamic Kinetic Resolution by Chiral Bifunctional (Thio)urea- and Squaramide-Based Organocatalysts.基于手性双功能（硫）脲和方酰胺的有机催化剂在动态动力学拆分方面的最新进展
Molecules. 2016 Oct 14;21(10):1327. doi: 10.3390/molecules21101327.
8
A quadruple cascade protocol for the one-pot synthesis of fully-substituted hexahydroisoindolinones from simple substrates.一种用于从简单底物一锅法合成全取代六氢异吲哚啉酮的四级串联反应方案。
Beilstein J Org Chem. 2016 Feb 11;12:253-9. doi: 10.3762/bjoc.12.27. eCollection 2016.
9
A new entry to azomethine ylides from allylic amines and glyoxals: shifting the reliance on amino ester precursors.一种由烯丙胺和乙二醛生成甲亚胺叶立德的新方法：改变对氨基酯前体的依赖。
Org Lett. 2014 Oct 3;16(19):4996-9. doi: 10.1021/ol5022614. Epub 2014 Sep 23.