• 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

双 C(sp3)-H 键功能化介导的顺序氢化物转移/环化过程：多杂环的非对映选择性构建。

Double C(sp3)-H bond functionalization mediated by sequential hydride shift/cyclization process: diastereoselective construction of polyheterocycles.

机构信息

Department of Chemistry, Faculty of Science, Gakushuin University , Mejiro, Toshima-ku, Tokyo 171-8588, Japan.

出版信息

J Am Chem Soc. 2014 Mar 12;136(10):3744-7. doi: 10.1021/ja412706d. Epub 2014 Mar 3.

DOI:10.1021/ja412706d
PMID:24564435
Abstract

Described herein are two novel types of double C(sp(3))-H bond functionalizations triggered by a sequential hydride shift/cyclization process: (1) construction of a bicyclo[3.2.2]nonane skeleton by a [1,6]- and [1,5]-hydride shift sequence and (2) sequential [1,4]- and [1,5]-hydride shift mediated construction of a linear tricyclic skeleton.

摘要

本文描述了两种新型的双 C(sp(3))-H 键官能化反应，它们是由顺序的氢化物转移/环化过程引发的：（1）通过 [1,6]-和 [1,5]-氢化物转移序列构建双环[3.2.2]壬烷骨架；（2）通过顺序的 [1,4]-和 [1,5]-氢化物转移介导构建线性三环骨架。

相似文献

1
Double C(sp3)-H bond functionalization mediated by sequential hydride shift/cyclization process: diastereoselective construction of polyheterocycles.双 C(sp3)-H 键功能化介导的顺序氢化物转移/环化过程：多杂环的非对映选择性构建。
J Am Chem Soc. 2014 Mar 12;136(10):3744-7. doi: 10.1021/ja412706d. Epub 2014 Mar 3.
2
Chiral Magnesium Bisphosphate-Catalyzed Asymmetric Double C(sp)-H Bond Functionalization Based on Sequential Hydride Shift/Cyclization Process.手性双膦酸酯镁催化的基于连续氢化物迁移/环化过程的不对称双 C(sp)-H 键官能化反应。
J Am Chem Soc. 2018 May 23;140(20):6203-6207. doi: 10.1021/jacs.8b02761. Epub 2018 May 11.
3
Expeditious construction of a carbobicyclic skeleton via sp3-C-H functionalization: hydride shift from an aliphatic tertiary position in an internal redox process.通过 sp3-C-H 官能化快速构建碳杂双环骨架：在内部氧化还原过程中从脂肪族叔位的氢化物转移。
J Am Chem Soc. 2011 Mar 2;133(8):2424-6. doi: 10.1021/ja110520p. Epub 2011 Feb 9.
4
Highly Diastereoselective Synthesis of Medium-Sized Carbocycle-Fused Piperidines via Sequential Hydride Shift Triggered Double C(sp)-H Bond Functionalization.通过连续的氢化物转移引发的双 C(sp)-H 键官能化反应，高非对映选择性合成中到大环碳环稠合的哌啶。
Org Lett. 2019 Dec 6;21(23):9334-9338. doi: 10.1021/acs.orglett.9b03498. Epub 2019 Nov 11.
5
Highly diastereoselective synthesis of tricyclic fused-pyrans by sequential hydride shift mediated double C(sp)-H bond functionalization.通过连续氢化物迁移介导的双C(sp)-H键官能团化实现三环稠合吡喃的高度非对映选择性合成。
Chem Sci. 2018 Jun 25;9(37):7327-7331. doi: 10.1039/c8sc02103a. eCollection 2018 Oct 7.
6
Diastereoselective Synthesis of CF-Substituted Spiroisochromans by [1,5]-Hydride Shift/Cyclization/Intramolecular Friedel-Crafts Reaction Sequence.通过[1,5]-氢迁移/环化/分子内傅克反应序列实现CF取代螺异苯并二氢吡喃的非对映选择性合成。
Org Lett. 2019 Apr 5;21(7):2383-2387. doi: 10.1021/acs.orglett.9b00668. Epub 2019 Mar 18.
7
Concise route to 3-arylisoquinoline skeleton by Lewis acid catalyzed C(sp3)-H bond functionalization and its application to formal synthesis of (±)-tetrahydropalmatine.路易斯酸催化 C(sp3)-H 键功能化构建 3-芳基异喹啉骨架的简洁途径及其在（±）-延胡索乙素全合成中的应用。
Org Lett. 2012 Mar 16;14(6):1436-9. doi: 10.1021/ol300180w. Epub 2012 Mar 5.
8
Construction of seven- and eight-membered carbocycles by Lewis acid catalyzed C(sp)-H bond functionalization.通过路易斯酸催化的 C(sp)-H 键功能化构建七元和八元碳环。
Chem Commun (Camb). 2019 Nov 14;55(92):13856-13859. doi: 10.1039/c9cc08074k.
9
Expeditious synthesis of 1-aminoindane derivatives achieved by [1,4]-hydride shift mediated C(sp3)-H bond functionalization.通过[1,4]-氢化物转移介导的 C(sp3)-H 键功能化实现 1-氨基茚满衍生物的快速合成。
Chem Commun (Camb). 2014 Apr 11;50(28):3729-31. doi: 10.1039/c4cc00894d.
10
Highly Stereoselective Synthesis of Fused Tetrahydropyrans via Lewis-Acid-Promoted Double C(sp)-H Bond Functionalization.通过路易斯酸促进的双C(sp)-H键官能团化实现稠合四氢吡喃的高度立体选择性合成。
Org Lett. 2020 Aug 7;22(15):5801-5805. doi: 10.1021/acs.orglett.0c01867. Epub 2020 Jul 15.

引用本文的文献

1
[1,5]-Hydride Shift Triggered -Dealkylative Cyclization into 2-Oxo-1,2,3,4-tetrahydroquinoline-3-carboxylates via Boronate Complexes.[1,5]-氢化物迁移引发的硼酸盐配合物脱烷基化环化反应生成 2-氧代-1,2,3,4-四氢喹啉-3-羧酸酯
Molecules. 2022 Aug 18;27(16):5270. doi: 10.3390/molecules27165270.
2
Azetidine synthesis enabled by photo-induced copper catalysis via [3+1] radical cascade cyclization.通过光诱导铜催化经由[3+1]自由基级联环化实现氮杂环丁烷的合成。
Innovation (Camb). 2022 Apr 18;3(3):100244. doi: 10.1016/j.xinn.2022.100244. eCollection 2022 May 10.
3
The Cascade [1,5]-Hydride Shift/Intramolecular C(sp)-H Activation: A Powerful Approach to the Construction of Spiro-Tetrahydroquinoline Skeleton.
级联[1,5]-氢化物迁移/分子内C(sp)-H活化：构建螺四氢喹啉骨架的有效方法。
Front Chem. 2022 Apr 7;10:840934. doi: 10.3389/fchem.2022.840934. eCollection 2022.
4
Borane-catalyzed cascade Friedel-Crafts alkylation/[1,5]-hydride transfer/Mannich cyclization to afford tetrahydroquinolines.硼烷催化的级联傅克烷基化/[1,5]-氢转移/曼尼希环化反应以生成四氢喹啉。
Chem Sci. 2021 Dec 20;13(3):775-780. doi: 10.1039/d1sc05629h. eCollection 2022 Jan 19.
5
C-H Bond Functionalization of Amines: A Graphical Overview of Diverse Methods.胺的C-H键官能团化：多种方法的图形概述
SynOpen. 2021;5(3):173-228. doi: 10.1055/s-0040-1706051. Epub 2021 Aug 12.
6
Enantioselective Redox-Neutral Coupling of Aldehydes and Alkenes by an Iron-Catalyzed "Catch-Release" Tethering Approach.手性铁催化醛和烯烃的“捕获-释放”键联的对映选择性氧化还原反应。
J Am Chem Soc. 2019 Jan 9;141(1):143-147. doi: 10.1021/jacs.8b12242. Epub 2018 Dec 21.
7
Redox-triggered cascade dearomative cyclizations enabled by hexafluoroisopropanol.由六氟异丙醇引发的氧化还原触发级联脱芳构化环化反应。
Chem Sci. 2018 Sep 13;9(43):8253-8259. doi: 10.1039/c8sc03339k. eCollection 2018 Nov 21.
8
Highly diastereoselective synthesis of tricyclic fused-pyrans by sequential hydride shift mediated double C(sp)-H bond functionalization.通过连续氢化物迁移介导的双C(sp)-H键官能团化实现三环稠合吡喃的高度非对映选择性合成。
Chem Sci. 2018 Jun 25;9(37):7327-7331. doi: 10.1039/c8sc02103a. eCollection 2018 Oct 7.
9
Redox-Neutral Aromatization of Cyclic Amines: Mechanistic Insights and Harnessing of Reactive Intermediates for Amine α- and β-C-H Functionalization.环状胺的氧化还原中性芳构化：反应机理见解及利用反应中间体实现胺α-和β-C-H官能化
Chemistry. 2016 Dec 12;22(50):18179-18189. doi: 10.1002/chem.201603839. Epub 2016 Nov 9.
10
Harnessing the Electrophilicity of Keteniminium Ions: A Simple and Straightforward Entry to Tetrahydropyridines and Piperidines from Ynamides.利用烯酮亚胺离子的亲电性：一种从烯酰胺简便直接合成四氢吡啶和哌啶的方法。
Angew Chem Int Ed Engl. 2016 Mar 24;55(14):4547-51. doi: 10.1002/anie.201510729. Epub 2016 Mar 2.