• 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

通过自由基反应进行碳-碳键的裂解。

Cleavage of carbon-carbon bonds by radical reactions.

作者信息

Sivaguru Paramasivam, Wang Zikun, Zanoni Giuseppe, Bi Xihe

机构信息

Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Northeast Normal University, Changchun 130024, China.

出版信息

Chem Soc Rev. 2019 May 7;48(9):2615-2656. doi: 10.1039/c8cs00386f.

DOI:10.1039/c8cs00386f
PMID:30901020
Abstract

In recent years, radical C-C bond cleavage reactions have been increasingly understood and used to perform transformations that complement traditional ionic processes. However, to date radical C-C bond cleavage/functionalization reactions have not been the subject of a dedicated review. Herein we summarize the most recent and significant developments in the radical activation and functionalization of carbon-carbon bonds, with an emphasis on both synthetic outcomes and reaction mechanisms, and highlight how these radical C-C bond cleavage reactions enable challenging transformations.

摘要

近年来,人们对碳-碳键的自由基断裂反应有了越来越深入的理解,并将其用于实现补充传统离子过程的转化反应。然而,迄今为止,自由基碳-碳键断裂/官能化反应尚未成为专门综述的主题。在此,我们总结了碳-碳键自由基活化和官能化方面的最新重要进展,重点关注合成结果和反应机理,并强调这些自由基碳-碳键断裂反应如何实现具有挑战性的转化。

相似文献

1
Cleavage of carbon-carbon bonds by radical reactions.通过自由基反应进行碳-碳键的裂解。
Chem Soc Rev. 2019 May 7;48(9):2615-2656. doi: 10.1039/c8cs00386f.
2
Carbon-Carbon Bond Cleavage for Late-Stage Functionalization.用于后期官能化的碳-碳键裂解
Chem Rev. 2023 Nov 22;123(22):12313-12370. doi: 10.1021/acs.chemrev.3c00219. Epub 2023 Nov 9.
3
Radical-mediated oxidative annulations of 1,n-enynes involving C-H functionalization.自由基促进的 1,n-烯炔的氧化环化反应:涉及 C-H 官能化。
Chem Commun (Camb). 2020 Jun 25;56(51):6907-6924. doi: 10.1039/d0cc02335c.
4
Silicon-Tethered Strategies for C-H Functionalization Reactions.硅 tether 策略在 C-H 功能化反应中的应用。
Acc Chem Res. 2017 Aug 15;50(8):2038-2053. doi: 10.1021/acs.accounts.7b00306. Epub 2017 Aug 3.
5
Metal-Catalyzed Carbon-Carbon Bond Cleavage of Unstrained Alcohols.金属催化的无张力醇的碳-碳键裂解
Chem Rev. 2021 Jan 13;121(1):300-326. doi: 10.1021/acs.chemrev.0c00154. Epub 2020 Jul 8.
6
Visible-light-induced alkoxyl radical generation for inert chemical bond cleavage/functionalization.可见光诱导的烷氧基自由基生成用于惰性化学键的断裂/官能化。
Chem Commun (Camb). 2018 Jun 12;54(48):6105-6112. doi: 10.1039/c8cc02642d.
7
Selective Aliphatic Carbon-Carbon Bond Activation by Rhodium Porphyrin Complexes.通过钌卟啉配合物选择性活化脂肪族碳-碳键。
Acc Chem Res. 2017 Jul 18;50(7):1702-1711. doi: 10.1021/acs.accounts.7b00150. Epub 2017 Jun 13.
8
Visible Light-Driven Radical-Mediated C-C Bond Cleavage/Functionalization in Organic Synthesis.可见光驱动的自由基介导的 C-C 键断裂/有机合成中的功能化。
Chem Rev. 2021 Jan 13;121(1):506-561. doi: 10.1021/acs.chemrev.0c00030. Epub 2020 May 29.
9
Desulfonylation via Radical Process: Recent Developments in Organic Synthesis.通过自由基过程进行的脱磺酰化反应:有机合成的最新进展
Chem Rev. 2021 Oct 27;121(20):12548-12680. doi: 10.1021/acs.chemrev.1c00084. Epub 2021 Aug 13.
10
Intermolecular Radical C-H Bond Activation: A Powerful Tool for Late Stage Functionalization.分子间自由基C-H键活化:后期官能团化的有力工具。
Chimia (Aarau). 2020 Feb 26;74(1-2):23-32. doi: 10.2533/chimia.2020.23.

引用本文的文献

1
Synthesis of 5-(pyrazol-4-yl) pentanoic acids and 4-(pyrazol-4-yl) butanoic acids a cascade annulation/ring-opening reaction between hydrazone and dienone.5-(吡唑-4-基)戊酸和4-(吡唑-4-基)丁酸的合成:腙与二烯酮之间的级联环化/开环反应
RSC Adv. 2025 Jul 10;15(30):24137-24141. doi: 10.1039/d5ra03561a.
2
Redox-neutral photocatalytic hydrodealkenylation of aryl olefins.芳基烯烃的氧化还原中性光催化氢脱烯基化反应
Nat Commun. 2025 Jul 1;16(1):5553. doi: 10.1038/s41467-025-60229-y.
3
Revealing axial-ligand-induced switching of spin states for controllable single electron transfer-based radical initiation.
揭示轴向配体诱导的自旋态切换以实现基于单电子转移的可控自由基引发。
Chem Sci. 2025 May 29. doi: 10.1039/d5sc02194d.
4
Borylated strain rings synthesis via photorearrangements enabled by energy transfer catalysis.通过能量转移催化实现的光重排合成硼化应变环。
Nat Commun. 2025 Apr 19;16(1):3724. doi: 10.1038/s41467-025-58353-w.
5
Nanoscale Resist-Free Patterning of Halogenated Zeolitic Imidazolate Frameworks by Extreme UV Lithography.通过极紫外光刻技术对卤化沸石咪唑酯骨架进行纳米级无抗蚀剂图案化
Adv Sci (Weinh). 2025 Apr;12(16):e2415804. doi: 10.1002/advs.202415804. Epub 2025 Mar 5.
6
Mechanistic Insights into CYP199A4-Catalyzed α-Hydroxyketone Formation and Hydrogen Bond-Assisted C-C Bond Cleavage Catalyzed by the CYP199A4 F182L Mutant.对CYP199A4催化的α-羟基酮形成以及CYP199A4 F182L突变体催化的氢键辅助C-C键断裂的机理洞察。
Int J Mol Sci. 2025 Feb 11;26(4):1526. doi: 10.3390/ijms26041526.
7
Activation of Molecular Oxygen and Selective Oxidation with Metal Complexes.分子氧的活化及金属配合物的选择性氧化
Acc Chem Res. 2025 Mar 4;58(5):714-731. doi: 10.1021/acs.accounts.4c00731. Epub 2025 Feb 21.
8
Carbon-carbon triple bond cleavage and reconstitution to achieve aryl amidation using nitrous acid esters.利用亚硝酸酯实现碳-碳三键断裂与重构以达成芳基酰胺化反应
Nat Commun. 2025 Jan 24;16(1):993. doi: 10.1038/s41467-025-56370-3.
9
Stereospecific Radical Bromination of β-Aryl Alcohols with Thiourea Additives Through A Serendipitous Discovery of A 1,2-Aryl Migration.通过意外发现的1,2-芳基迁移,用硫脲添加剂对β-芳基醇进行立体选择性自由基溴化反应。
Chemistry. 2025 Apr 1;31(19):e202403831. doi: 10.1002/chem.202403831. Epub 2025 Jan 15.
10
γ-Butyrolactone Synthesis from Allylic Alcohols Using the CO Radical Anion.利用CO自由基阴离子从烯丙醇合成γ-丁内酯
Precis Chem. 2024 Feb 16;2(3):88-95. doi: 10.1021/prechem.3c00117. eCollection 2024 Mar 25.