• 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

氮杂环卡宾催化的对映选择性环化反应，用于合成具有C-N轴手性的噻嗪衍生物。

N-Heterocyclic Carbene-Catalyzed Atroposelective Annulation for Access to Thiazine Derivatives with C-N Axial Chirality.

作者信息

Li Tingting, Mou Chengli, Qi Puying, Peng Xiaolin, Jiang Shichun, Hao Gefei, Xue Wei, Yang Song, Hao Lin, Chi Yonggui Robin, Jin Zhichao

机构信息

Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, 550025, China.

School of Pharmacy, Guizhou University of Traditional Chinese Medicine, Guiyang, 550025, China.

出版信息

Angew Chem Int Ed Engl. 2021 Apr 19;60(17):9362-9367. doi: 10.1002/anie.202010606. Epub 2021 Mar 18.

DOI:10.1002/anie.202010606
PMID:33527623
Abstract

A catalytic atroposelective cycloaddition reaction between thioureas and ynals is developed. This reaction features the first NHC-catalyzed addition of thioureas to acetylenic acylazolium intermediates to eventually set up C-N axial chirality with excellent optical purities. The obtained axially chiral thiazine derivative products bear multiple functional groups and are feasible for further transformations.

摘要

开发了一种硫脲与烯炔醛之间的催化对映选择性环加成反应。该反应的特点是首次实现了氮杂环卡宾催化硫脲加成到炔丙酰唑鎓中间体上，最终以优异的光学纯度构建了C-N轴手性。所得到的轴手性噻嗪衍生物产物带有多个官能团，并且可用于进一步转化。

相似文献

1
N-Heterocyclic Carbene-Catalyzed Atroposelective Annulation for Access to Thiazine Derivatives with C-N Axial Chirality.氮杂环卡宾催化的对映选择性环化反应，用于合成具有C-N轴手性的噻嗪衍生物。
Angew Chem Int Ed Engl. 2021 Apr 19;60(17):9362-9367. doi: 10.1002/anie.202010606. Epub 2021 Mar 18.
2
Carbene-Catalyzed Atroposelective Annulation for Quick Access to Axially Chiral Thiazine Derivatives.卡宾催化的轴手性噻嗪衍生物的非对映选择性环合反应。
Molecules. 2023 May 12;28(10):4052. doi: 10.3390/molecules28104052.
3
Carbene-catalyzed atroposelective synthesis of axially chiral styrenes.卡宾催化的轴手性苯乙烯的对映选择性合成。
Nat Commun. 2022 Jan 10;13(1):84. doi: 10.1038/s41467-021-27771-x.
4
Enantioselective [3+3] atroposelective annulation catalyzed by N-heterocyclic carbenes.由氮杂环卡宾催化的对映选择性[3+3]阻转选择性环化反应。
Nat Commun. 2018 Feb 9;9(1):611. doi: 10.1038/s41467-018-02952-3.
5
Enantioselective Synthesis of C-O Axially Chiral Diaryl Ethers by NHC-Catalyzed Atroposelective Desymmetrization.通过NHC催化的阻转选择性去对称化对映选择性合成C-O轴手性二芳基醚
Angew Chem Int Ed Engl. 2023 Dec 21;62(52):e202311709. doi: 10.1002/anie.202311709. Epub 2023 Nov 29.
6
Organocatalytic Atroposelective Synthesis of Indole Derivatives Bearing Axial Chirality: Strategies and Applications.手性有机催化轴向手性吲哚衍生物的合成：策略与应用。
Acc Chem Res. 2022 Sep 20;55(18):2562-2580. doi: 10.1021/acs.accounts.2c00465. Epub 2022 Sep 2.
7
Carbene-Catalyzed Atroposelective Annulation and Desymmetrization of Urazoles.卡宾催化的稠环并环化反应和稠氮杂苯的去对称化反应
Org Lett. 2021 May 21;23(10):3991-3996. doi: 10.1021/acs.orglett.1c01191. Epub 2021 May 12.
8
-Heterocyclic Carbene-Catalyzed Atroposelective Synthesis of Axially Chiral α-Carbolinones via Heterocycle Formation.- 杂环卡宾催化通过杂环形成实现轴手性α-咔啉酮的对映选择性合成。
J Org Chem. 2023 Aug 18;88(16):11913-11923. doi: 10.1021/acs.joc.3c01194. Epub 2023 Jul 27.
9
Organocatalytic diastereo- and atroposelective construction of N-N axially chiral pyrroles and indoles.有机催化的N-N轴手性吡咯和吲哚的非对映选择性和对映选择性构建
Nat Commun. 2024 Jan 15;15(1):518. doi: 10.1038/s41467-024-44743-z.
10
Enantioselective Synthesis of Axially Chiral Benzothiophene/Benzofuran-Fused Biaryls by N-Heterocyclic Carbene Catalyzed Arene Formation.通过N-杂环卡宾催化芳烃形成对映选择性合成轴手性苯并噻吩/苯并呋喃稠合联芳基化合物
Angew Chem Int Ed Engl. 2021 Jun 14;60(25):13918-13922. doi: 10.1002/anie.202103415. Epub 2021 May 13.

引用本文的文献

1
Isothiourea catalysed enantioselective generation of point and axially chiral iminothia- and iminoselenazinanones.异硫脲催化对映选择性生成点手性和轴手性亚氨基硫杂和亚氨基硒杂氮杂萘酮。
Chem Sci. 2025 Apr 30. doi: 10.1039/d5sc02435h.
2
N-heterocyclic carbene-catalyzed atroposelective synthesis of N-Aryl phthalimides and maleimides via activation of carboxylic acids.通过羧酸活化实现 N-杂环卡宾催化的 N-芳基邻苯二甲酰亚胺和马来酰亚胺的对映选择性合成。
Nat Commun. 2024 Jul 9;15(1):5755. doi: 10.1038/s41467-024-49799-5.
3
Synthesis of axially chiral diaryl ethers NHC-catalyzed atroposelective esterification.
轴手性二芳基醚的合成：NHC催化的对映选择性酯化反应。
Chem Sci. 2024 Feb 24;15(12):4564-4570. doi: 10.1039/d3sc06444a. eCollection 2024 Mar 20.
4
Organocatalytic enantioselective synthesis of C-N atropisomers formal C-O bond amination.有机催化对映选择性合成C-N阻转异构体及形式上的C-O键胺化反应。
Chem Sci. 2024 Feb 9;15(11):3893-3900. doi: 10.1039/d3sc06707f. eCollection 2024 Mar 13.
5
Organocatalytic diastereo- and atroposelective construction of N-N axially chiral pyrroles and indoles.有机催化的N-N轴手性吡咯和吲哚的非对映选择性和对映选择性构建
Nat Commun. 2024 Jan 15;15(1):518. doi: 10.1038/s41467-024-44743-z.
6
Facile access to benzofuran derivatives through radical reactions with heteroatom-centered super-electron-donors.通过与以杂原子为中心的超电子供体进行自由基反应简便合成苯并呋喃衍生物。
Nat Commun. 2023 Nov 15;14(1):7381. doi: 10.1038/s41467-023-43198-y.
7
Axially chiral styrene-based organocatalysts and their application in asymmetric cascade Michael/cyclization reaction.轴手性苯乙烯基有机催化剂及其在不对称串联迈克尔/环化反应中的应用。
Chem Sci. 2023 Aug 16;14(35):9496-9502. doi: 10.1039/d3sc02705h. eCollection 2023 Sep 13.
8
Carbene-Catalyzed Atroposelective Annulation for Quick Access to Axially Chiral Thiazine Derivatives.卡宾催化的轴手性噻嗪衍生物的非对映选择性环合反应。
Molecules. 2023 May 12;28(10):4052. doi: 10.3390/molecules28104052.
9
Synthesis of N-, O-, and S-heterocycles from aryl/alkyl alkynyl aldehydes.由芳基/烷基炔基醛合成氮杂环、氧杂环和硫杂环。
RSC Adv. 2023 May 9;13(20):13947-13970. doi: 10.1039/d3ra01778h. eCollection 2023 May 2.
10
Advances in Atroposelectively De Novo Synthesis of Axially Chiral Heterobiaryl Scaffolds.轴向手性杂芳基骨架的新型选择性从头合成进展。
Molecules. 2022 Dec 3;27(23):8517. doi: 10.3390/molecules27238517.