• 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

通过烯基自由基中间体实现的可见光诱导反应的进展。

Advancements in visible-light-induced reactions via alkenyl radical intermediates.

作者信息

Piedra Helena F, Plaza Manuel

机构信息

Departamento de Química Orgánica e Inorgánica and Instituto Universitario de Química Organometálica "Enrique Moles" and Centro de Innovación en Química Avanzada (ORFEO-CINQA), Universidad de Oviedo, Julián Clavería, 8, 33006, Oviedo, Spain.

出版信息

Photochem Photobiol Sci. 2024 Jun;23(6):1217-1228. doi: 10.1007/s43630-024-00580-z. Epub 2024 May 3.

DOI:10.1007/s43630-024-00580-z
PMID:38700648
Abstract

In recent years, visible-light-induced organic transformations have taken a central role driving forward the progress of modern organic synthesis. These processes typically involve the transient generation of highly reactive radical intermediates, facilitating a diverse array of chemical reactions. Despite the abundance of synthetic strategies enabling the access of aryl and alkyl-centered radicals, the exploitation of photochemistry to generate highly reactive alkenyl radicals has remained notably underdeveloped. In this review, we present recent advancements in visible-light-induced transformations that proceed through the generation of alkenyl radicals from alkenyl-containing precursors, predominantly alkenyl halides, showcasing their application in various organic transformations.

摘要

近年来,可见光诱导的有机转化在推动现代有机合成进展方面发挥了核心作用。这些过程通常涉及高活性自由基中间体的瞬态生成,促进了各种各样的化学反应。尽管有大量合成策略可用于生成芳基和烷基中心的自由基,但利用光化学生成高活性烯基自由基的研究仍明显不足。在本综述中,我们介绍了可见光诱导转化的最新进展,这些转化通过从含烯基前体(主要是烯基卤化物)生成烯基自由基来进行,并展示了它们在各种有机转化中的应用。

相似文献

1
Advancements in visible-light-induced reactions via alkenyl radical intermediates.通过烯基自由基中间体实现的可见光诱导反应的进展。
Photochem Photobiol Sci. 2024 Jun;23(6):1217-1228. doi: 10.1007/s43630-024-00580-z. Epub 2024 May 3.
2
When Light Meets Nitrogen-Centered Radicals: From Reagents to Catalysts.当光遇到含氮自由基:从试剂到催化剂。
Acc Chem Res. 2020 May 19;53(5):1066-1083. doi: 10.1021/acs.accounts.0c00090. Epub 2020 Apr 14.
3
Shining Visible Light on Vinyl Halides: Expanding the Horizons of Photocatalysis.用可见光照射卤代乙烯:拓展光催化的视野。
Acc Chem Res. 2020 Apr 21;53(4):782-791. doi: 10.1021/acs.accounts.9b00615. Epub 2020 Mar 9.
4
Engaging unactivated alkyl, alkenyl and aryl iodides in visible-light-mediated free radical reactions.可见光促进自由基反应中未活化的烷基、烯基和芳基碘化物的反应。
Nat Chem. 2012 Oct;4(10):854-9. doi: 10.1038/nchem.1452.
5
Alkoxy Radicals See the Light: New Paradigms of Photochemical Synthesis.烷氧基自由基见光:光化学合成的新范式
Chem Rev. 2022 Jan 26;122(2):2429-2486. doi: 10.1021/acs.chemrev.1c00256. Epub 2021 Oct 6.
6
Photochemical halogen-bonding assisted generation of vinyl and sulfur-centered radicals: stereoselective catalyst-free C(sp)-S bond forming reactions.光化学卤素键辅助生成乙烯基和硫中心自由基:无催化剂的立体选择性C(sp)-S键形成反应
Chem Sci. 2022 Dec 7;14(3):650-657. doi: 10.1039/d2sc05556b. eCollection 2023 Jan 18.
7
Generation of alkyl and acyl radicals by visible-light photoredox catalysis: direct activation of C-O bonds in organic transformations.通过可见光光氧化还原催化生成烷基和酰基自由基:有机转化中C-O键的直接活化
Beilstein J Org Chem. 2024 Jun 14;20:1348-1375. doi: 10.3762/bjoc.20.119. eCollection 2024.
8
Synthetic and Mechanistic Implications of Chlorine Photoelimination in Nickel/Photoredox C(sp)-H Cross-Coupling.镍/光氧化还原 C(sp)-H 交叉偶联中氯光消除的合成和机理意义。
Acc Chem Res. 2021 Feb 16;54(4):988-1000. doi: 10.1021/acs.accounts.0c00694. Epub 2021 Jan 29.
9
Recent Advances in First-Row Transition Metal-Catalyzed Reductive Coupling Reactions for π-Bond Functionalization and C-Glycosylation.用于π键官能化和C-糖基化的第一行过渡金属催化还原偶联反应的最新进展
Acc Chem Res. 2023 Nov 21;56(22):3292-3312. doi: 10.1021/acs.accounts.3c00531. Epub 2023 Nov 2.
10
N-O Bond Activation by Energy Transfer Photocatalysis.通过能量转移光催化实现N-O键活化
Acc Chem Res. 2022 Sep 6;55(17):2526-2541. doi: 10.1021/acs.accounts.2c00444. Epub 2022 Aug 20.

引用本文的文献

1
Electrosynthesis of 1,4-diene derivatives bearing cyclopentene skeleton.带有环戊烯骨架的1,4 - 二烯衍生物的电合成。
iScience. 2025 Feb 10;28(3):111976. doi: 10.1016/j.isci.2025.111976. eCollection 2025 Mar 21.
2
Visible-light-driven synthesis of alkenyl thiocyanates: novel building blocks for assembly of diverse sulfur-containing molecules.可见光驱动的硫氰酸烯基酯的合成:用于组装多种含硫分子的新型构建模块。
Chem Sci. 2024 Oct 23;15(45):19077-83. doi: 10.1039/d4sc06550f.

本文引用的文献

1
Photochemical halogen-bonding assisted carbothiophosphorylation reactions of alkenyl and 1,3-dienyl bromides.光化学卤素键辅助的烯基溴和1,3 - 二烯基溴的碳硫代磷酸化反应
Chem Sci. 2023 Oct 30;14(44):12767-12773. doi: 10.1039/d3sc05263j. eCollection 2023 Nov 15.
2
Radical approaches to C-S bonds.碳-硫键的激进方法。
Nat Rev Chem. 2023 Aug;7(8):573-589. doi: 10.1038/s41570-023-00505-x. Epub 2023 Jun 21.
3
Shining light on halogen-bonding complexes: a catalyst-free activation mode of carbon-halogen bonds for the generation of carbon-centered radicals.
卤素键合配合物的光照研究:一种用于生成碳中心自由基的碳 - 卤键无催化剂活化模式。
Chem Sci. 2023 May 11;14(21):5545-5568. doi: 10.1039/d3sc01724a. eCollection 2023 May 31.
4
Photoinduced Remote C(sp)-H Imination Enabled by Vinyl Radical-Mediated 1,5-Hydrogen Atom Transfer.通过乙烯基自由基介导的1,5-氢原子转移实现的光诱导远程C(sp)-H亚胺化反应
Org Lett. 2023 Mar 10;25(9):1595-1599. doi: 10.1021/acs.orglett.3c00510. Epub 2023 Feb 24.
5
Photochemical halogen-bonding assisted generation of vinyl and sulfur-centered radicals: stereoselective catalyst-free C(sp)-S bond forming reactions.光化学卤素键辅助生成乙烯基和硫中心自由基:无催化剂的立体选择性C(sp)-S键形成反应
Chem Sci. 2022 Dec 7;14(3):650-657. doi: 10.1039/d2sc05556b. eCollection 2023 Jan 18.
6
Recent advances in visible-light-mediated functionalization of olefins and alkynes using copper catalysts.近年来,铜催化剂在可见光介导的烯烃和炔烃功能化方面取得了进展。
Chem Commun (Camb). 2022 Jul 14;58(57):7850-7873. doi: 10.1039/d2cc01611g.
7
Relay Photocatalytic Reaction of -Aryl Amino Acids and 2-Bromo-3,3,3-trifluoropropene: Synthesis of 4-(Difluoromethylidene)-tetrahydroquinolines.-芳基氨基酸和 2-溴-3,3,3-三氟丙烯的接力光催化反应:4-(二氟亚甲基)-四氢喹啉的合成。
Org Lett. 2022 May 6;24(17):3265-3269. doi: 10.1021/acs.orglett.2c01117. Epub 2022 Apr 25.
8
Photochemical and Electrochemical Applications of Proton-Coupled Electron Transfer in Organic Synthesis.质子耦合电子转移在有机合成中的光化学和电化学应用。
Chem Rev. 2022 Jan 26;122(2):2017-2291. doi: 10.1021/acs.chemrev.1c00374. Epub 2021 Nov 23.
9
Metallaphotoredox: The Merger of Photoredox and Transition Metal Catalysis.金属光氧化还原:光氧化还原与过渡金属催化的融合
Chem Rev. 2022 Jan 26;122(2):1485-1542. doi: 10.1021/acs.chemrev.1c00383. Epub 2021 Nov 18.
10
Direct Photocatalyzed Hydrogen Atom Transfer (HAT) for Aliphatic C-H Bonds Elaboration.直接光催化氢原子转移(HAT)用于脂肪族 C-H 键的拓展。
Chem Rev. 2022 Jan 26;122(2):1875-1924. doi: 10.1021/acs.chemrev.1c00263. Epub 2021 Aug 6.