• 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

通过可见光光氧化还原催化实现烯烃官能化用于立体选择性合成取代氮杂环丙烷。

Alkene functionalization for the stereospecific synthesis of substituted aziridines by visible-light photoredox catalysis.

作者信息

Yu Wan-Lei, Chen Jian-Qiang, Wei Yun-Long, Wang Zhu-Yin, Xu Peng-Fei

机构信息

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

出版信息

Chem Commun (Camb). 2018 Feb 20;54(16):1948-1951. doi: 10.1039/c7cc09151f.

DOI:10.1039/c7cc09151f
PMID:29326995
Abstract

A novel strategy involving visible-light-induced functionalization of alkenes for the synthesis of substituted aziridines was developed. The readily prepared N-protected 1-aminopyridinium salts were used for the generation of N-centered radicals. This approach allowed the synthesis of aziridines bearing various functional groups with excellent diastereoselectivity under mild conditions. Moreover, this protocol was successfully applied to prepare structurally diverse nitrogen-containing frameworks.

摘要

开发了一种涉及可见光诱导烯烃官能化以合成取代氮丙啶的新策略。易于制备的N-保护的1-氨基吡啶盐用于生成以N为中心的自由基。该方法能够在温和条件下以优异的非对映选择性合成带有各种官能团的氮丙啶。此外,该方案已成功应用于制备结构多样的含氮骨架。

相似文献

1
Alkene functionalization for the stereospecific synthesis of substituted aziridines by visible-light photoredox catalysis.通过可见光光氧化还原催化实现烯烃官能化用于立体选择性合成取代氮杂环丙烷。
Chem Commun (Camb). 2018 Feb 20;54(16):1948-1951. doi: 10.1039/c7cc09151f.
2
N-aminopyridinium salts as precursors for N-centered radicals--direct amidation of arenes and heteroarenes.作为氮中心自由基前体的N-氨基吡啶鎓盐——芳烃和杂芳烃的直接酰胺化反应
Org Lett. 2015 Jan 16;17(2):254-7. doi: 10.1021/ol503338b. Epub 2014 Dec 26.
3
Selective 1,2-Aminoisothiocyanation of 1,3-Dienes Under Visible-Light Photoredox Catalysis.可见光光氧化还原催化下 1,3-二烯的选择性 1,2-氨基异硫氰化反应。
Angew Chem Int Ed Engl. 2021 Feb 19;60(8):4085-4089. doi: 10.1002/anie.202014518. Epub 2020 Dec 23.
4
Direct stereospecific synthesis of unprotected N-H and N-Me aziridines from olefins.直接立体专一地从烯烃合成未保护的 N-H 和 N-Me 氮丙啶。
Science. 2014 Jan 3;343(6166):61-5. doi: 10.1126/science.1245727.
5
1,2-Diarylation of alkenes with aryldiazonium salts and arenes enabled by visible light photoredox catalysis.可见光光氧化还原催化促进的烯烃与芳基重氮盐和芳烃的 1,2-二芳基化反应。
Chem Commun (Camb). 2018 Aug 14;54(63):8745-8748. doi: 10.1039/c8cc04526g. Epub 2018 Jul 20.
6
Visible-Light-Mediated Amination of π-Nucleophiles with -Aminopyridinium Salts.
J Org Chem. 2019 Dec 20;84(24):15834-15844. doi: 10.1021/acs.joc.9b02073. Epub 2019 Oct 17.
7
Visible light induced alkene aminopyridylation using N-aminopyridinium salts as bifunctional reagents.可见光诱导的 N-氨吡啶鎓盐双功能试剂烯烃胺吡啶化反应。
Nat Commun. 2019 Sep 11;10(1):4117. doi: 10.1038/s41467-019-12216-3.
8
Catalytic Asymmetric Csp3 -H Functionalization under Photoredox Conditions by Radical Translocation and Stereocontrolled Alkene Addition.光氧化还原条件下通过自由基迁移和立体控制烯烃加成实现的催化不对称 Csp3-H 功能化。
Angew Chem Int Ed Engl. 2016 Oct 17;55(43):13495-13498. doi: 10.1002/anie.201607305. Epub 2016 Sep 26.
9
Generation of the SCF Radical by Photoredox Catalysis: Intra- and Intermolecular Carbotrifluoromethylthiolation of Alkenes.通过光氧化还原催化生成SCF自由基:烯烃的分子内和分子间三氟甲基硫基化反应
Chemistry. 2017 Mar 28;23(18):4282-4286. doi: 10.1002/chem.201700734. Epub 2017 Mar 13.
10
Catalytic Asymmetric Synthesis of Fluoroalkyl-Containing Compounds by Three-Component Photoredox Chemistry.通过三组分光氧化还原化学实现含氟烷基化合物的催化不对称合成。
Chemistry. 2018 Jan 2;24(1):259-265. doi: 10.1002/chem.201704619. Epub 2017 Dec 4.

引用本文的文献

1
The efficient synthesis of three-membered rings photo- and electrochemical strategies.三元环的高效合成:光化学和电化学策略。
Chem Sci. 2024 Aug 14;15(34):13576-604. doi: 10.1039/d4sc02512a.
2
Tuning light-driven oxidation of styrene inside water-soluble nanocages.调节水溶性纳米笼内苯乙烯的光驱动氧化反应。
Nat Commun. 2024 Feb 28;15(1):1810. doi: 10.1038/s41467-024-45991-9.
3
Electrochemical flow aziridination of unactivated alkenes.未活化烯烃的电化学流动氮杂环丙烷化反应
Natl Sci Rev. 2023 Jul 3;10(10):nwad187. doi: 10.1093/nsr/nwad187. eCollection 2023 Oct.
4
-Amino Pyridinium Salts in Organic Synthesis.有机合成中的α-氨基吡啶盐
Org Chem Front. 2023 May 21;10(10):2563-2580. doi: 10.1039/d3qo00190c. Epub 2023 Mar 30.
5
Recent advances in visible light-induced C( )-N bond formation.可见光诱导的C()-N键形成的最新进展。 (原文中括号处内容缺失)
Nat Rev Chem. 2022 Aug;6(8):544-561. doi: 10.1038/s41570-022-00403-8. Epub 2022 Jul 11.
6
N-Aminopyridinium reagents as traceless activating groups in the synthesis of N-Aryl aziridines.N-氨基金属吡咯烷试剂作为 N-芳基氮丙啶合成中的无痕迹活化基团。
Nat Commun. 2022 Jun 10;13(1):3341. doi: 10.1038/s41467-022-31032-w.
7
Diversification of Amidyl Radical Intermediates Derived from C-H Aminopyridylation.酰胺基自由基中间体的 C-H 氨吡啶化衍生多样化。
Org Lett. 2022 Apr 15;24(14):2762-2766. doi: 10.1021/acs.orglett.2c00869. Epub 2022 Apr 4.
8
Metal-free, visible-light induced enantioselective three-component dicarbofunctionalization and oxytrifluoromethylation of enamines chiral phosphoric acid catalysis.无金属、可见光诱导的烯胺对映选择性三组分双碳官能化及氧三氟甲基化:手性磷酸催化
Chem Sci. 2022 Jan 4;13(4):1088-1094. doi: 10.1039/d1sc06613g. eCollection 2022 Jan 26.
9
Photons or Electrons? A Critical Comparison of Electrochemistry and Photoredox Catalysis for Organic Synthesis.光子还是电子?有机合成中电化学和光氧化还原催化的关键比较。
Chem Rev. 2022 Jan 26;122(2):2487-2649. doi: 10.1021/acs.chemrev.1c00384. Epub 2021 Nov 9.
10
Strategies to Generate Nitrogen-centered Radicals That May Rely on Photoredox Catalysis: Development in Reaction Methodology and Applications in Organic Synthesis.氮中心自由基的生成策略可能依赖于光氧化还原催化:反应方法的发展及其在有机合成中的应用。
Chem Rev. 2022 Jan 26;122(2):2353-2428. doi: 10.1021/acs.chemrev.1c00444. Epub 2021 Oct 8.