• 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

铜催化的溴代烷烃与未活化烯烃的定向串联自由基环化反应

Directed Copper-Catalyzed Tandem Radical Cyclization Reaction of Alkyl Bromides and Unactivated Olefins.

作者信息

Li Ming, Li Yuke, Jia Wan-Yuan, Sun Guo-Qing, Gao Fan, Zhao Guo-Xiao, Qiu Yi-Feng, Wang Xi-Cun, Liang Yong-Min, Quan Zheng-Jun

机构信息

College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, China.

Department of Chemistry and Centre for Scientific Modeling and Computation, Chinese University of Hong Kong, Shatin, Hong Kong 999077, China.

出版信息

Org Lett. 2022 Apr 15;24(14):2738-2743. doi: 10.1021/acs.orglett.2c00835. Epub 2022 Mar 31.

DOI:10.1021/acs.orglett.2c00835
PMID:35357833
Abstract

The free radical cyclization reaction is a promising strategy for ring framework formation. Herein, we report a copper-catalyzed tandem radical cyclization strategy for preparing substituted lactam derivatives. This reaction proceeds through a radical coupling approach, which not only allows a wide range of alkenes but also is quite compatible with the primary, secondary, and tertiary radicals. In addition, density functional theory calculations were performed to gain insights into the reaction mechanism.

摘要

自由基环化反应是一种很有前景的构建环骨架的策略。在此,我们报道一种用于制备取代内酰胺衍生物的铜催化串联自由基环化策略。该反应通过自由基偶联方法进行,不仅能兼容多种烯烃,而且与伯、仲和叔自由基也相当兼容。此外,还进行了密度泛函理论计算以深入了解反应机理。

相似文献

1
Directed Copper-Catalyzed Tandem Radical Cyclization Reaction of Alkyl Bromides and Unactivated Olefins.铜催化的溴代烷烃与未活化烯烃的定向串联自由基环化反应
Org Lett. 2022 Apr 15;24(14):2738-2743. doi: 10.1021/acs.orglett.2c00835. Epub 2022 Mar 31.
2
Palladium-Catalyzed Carbocyclizations of Unactivated Alkyl Bromides with Alkenes Involving Auto-tandem Catalysis.钯催化的非活化烷基溴与烯烃的碳环化反应涉及自动串联催化。
J Am Chem Soc. 2017 Aug 23;139(33):11595-11600. doi: 10.1021/jacs.7b06794. Epub 2017 Aug 14.
3
Copper-Catalyzed Bifunctionalization/Annulation of Unactivated Alkene with Alkyl Bromides.铜催化未活化烯烃与溴代烷烃的双官能团化/环化反应
J Org Chem. 2023 Nov 3;88(21):15249-15255. doi: 10.1021/acs.joc.3c01746. Epub 2023 Oct 20.
4
Nickel-Catalyzed Three-Component Tandem Radical Cyclization 1,5-Difunctionalization of 1,3-Enynes and Alkyl Bromide.镍催化的1,3-烯炔与烷基溴的三组分串联自由基环化1,5-双官能化反应
J Org Chem. 2023 Feb 3;88(3):1403-1410. doi: 10.1021/acs.joc.2c02271. Epub 2023 Jan 19.
5
Fe-catalyzed three-component dicarbofunctionalization of unactivated alkenes with alkyl halides and Grignard reagents.铁催化未活化烯烃与卤代烃和格氏试剂的三组分双碳官能团化反应
Chem Sci. 2020 Jul 24;11(31):8301-8305. doi: 10.1039/d0sc02127j.
6
Cobalt-catalyzed cross-coupling reactions of alkyl halides with allylic and benzylic Grignard reagents and their application to tandem radical cyclization/cross-coupling reactions.钴催化卤代烃与烯丙基和苄基格氏试剂的交叉偶联反应及其在串联自由基环化/交叉偶联反应中的应用。
Chemistry. 2004 Nov 5;10(22):5640-8. doi: 10.1002/chem.200400545.
7
Ni-Catalyzed Regioselective Dicarbofunctionalization of Unactivated Olefins by Tandem Cyclization/Cross-Coupling and Application to the Concise Synthesis of Lignan Natural Products.镍催化的未活化烯烃的区域选择性双官能化反应:串联环化/交叉偶联反应及其在木脂素天然产物的简洁合中的应用。
J Org Chem. 2018 Mar 2;83(5):2920-2936. doi: 10.1021/acs.joc.8b00184. Epub 2018 Feb 22.
8
Copper-Catalyzed 1,2-Dicarbonylative Cyclization of Alkenes with Alkyl Bromides via Radical Cascade Process.铜催化的烯烃与溴代烷烃通过自由基串联过程进行的1,2-二羰基化环化反应
Angew Chem Int Ed Engl. 2022 Dec 5;61(49):e202214812. doi: 10.1002/anie.202214812. Epub 2022 Nov 10.
9
Copper-Catalyzed Dicarbofunctionalization of Unactivated Olefins by Tandem Cyclization/Cross-Coupling.铜催化非活化烯烃的串联环化/交叉偶联双官能团化反应。
J Am Chem Soc. 2017 Apr 26;139(16):5700-5703. doi: 10.1021/jacs.7b01922. Epub 2017 Apr 18.
10
Directed Copper-Catalyzed Intermolecular Heck-Type Reaction of Unactivated Olefins and Alkyl Halides.未活化烯烃与卤代烃的定向铜催化分子间Heck型反应
J Am Chem Soc. 2018 Dec 12;140(49):16929-16935. doi: 10.1021/jacs.8b10874. Epub 2018 Nov 16.

引用本文的文献

1
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.
2
Directed copper-catalyzed C-H functionalization of unactivated olefins with azodicarbonamide compounds.铜催化未活化烯烃与偶氮二甲酰胺化合物的定向C-H官能化反应
RSC Adv. 2024 Aug 29;14(38):27475-27480. doi: 10.1039/d4ra04113e.
3
α-Halocarbonyls as a Valuable Functionalized Tertiary Alkyl Source.α-卤代羰基化合物作为一种重要的官能化叔烷基来源。
ChemistryOpen. 2024 Oct;13(10):e202400108. doi: 10.1002/open.202400108. Epub 2024 Jul 11.
4
Divergent regioselective Heck-type reaction of unactivated alkenes and N-fluoro-sulfonamides.未活化烯烃与N-氟磺酰胺的发散区域选择性Heck型反应。
Nat Commun. 2022 Oct 22;13(1):6297. doi: 10.1038/s41467-022-33996-1.