• 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

过氧化物介导的苯并咪唑并[2,1-α]异喹啉-6(5H)-酮的串联甲基化/乙基化和分子内环化反应。

Peroxide-mediated synthesis of benzimidazo[2,1-]isoquinoline-6(5)-ones cascade methylation/ethylation and intramolecular cyclization.

机构信息

School of Chemical and Environmental Engineering, Jiangsu University of Technology, Changzhou 213001, P. R. China.

School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, Changzhou University, Changzhou 213164, P. R. China.

出版信息

Org Biomol Chem. 2021 Jan 28;19(3):619-626. doi: 10.1039/d0ob02383c.

DOI:10.1039/d0ob02383c
PMID:33367428
Abstract

A metal-free oxidative radical methylation/arylation of 2-arylbenzoimidazoles with DTBP as the oxidant and methyl radical source was developed. The reaction proceeds through a sequential methyl radical addition/cyclization pathway and affords a series of methyl functionalized benzimidazo[2,1-a]isoquinoline-6(5H)-ones in moderate to good yields. Besides, the ethylation/arylation of 2-arylbenzoimidazoles was also achieved with DTAP.

摘要

发展了一种无金属的氧化自由基甲基化/芳基化 2-芳基苯并咪唑的方法,以 DTBP 作为氧化剂和甲基自由基源。该反应通过连续的甲基自由基加成/环化途径进行,以中等至良好的收率得到一系列甲基化的苯并咪唑并[2,1-a]异喹啉-6(5H)-酮。此外,还可以使用 DTAP 实现 2-芳基苯并咪唑的乙基化/芳基化。

相似文献

1
Peroxide-mediated synthesis of benzimidazo[2,1-]isoquinoline-6(5)-ones cascade methylation/ethylation and intramolecular cyclization.过氧化物介导的苯并咪唑并[2,1-α]异喹啉-6(5H)-酮的串联甲基化/乙基化和分子内环化反应。
Org Biomol Chem. 2021 Jan 28;19(3):619-626. doi: 10.1039/d0ob02383c.
2
Visible-light-promoted decarboxylative radical cascade cyclization to acylated benzimidazo/indolo[2,1-]isoquinolin-6(5)-ones in water.可见光促进的脱羧自由基串联环化反应在水中合成酰化苯并咪唑/吲哚并[2,1-]异喹啉-6(5)-酮
RSC Adv. 2022 Jul 7;12(31):19736-19740. doi: 10.1039/d2ra03467k. eCollection 2022 Jul 6.
3
Silver-catalyzed decarboxylative radical cascade cyclization toward benzimidazo[2,1-a]isoquinolin-6(5H)-ones.银催化脱羧自由基级联环化合成苯并咪唑并[2,1-a]异喹啉-6(5H)-酮。
Chem Commun (Camb). 2019 Feb 28;55(19):2861-2864. doi: 10.1039/c8cc10243k.
4
Copper-catalyzed radical cascade cyclization for synthesis of CF-containing tetracyclic benzimidazo[2,1-]iso-quinolin-6(5)-ones.铜催化自由基级联环化合成含 CF 的四环苯并咪唑[2,1-]异喹啉-6(5)-酮。
Org Biomol Chem. 2021 Jan 21;19(2):375-378. doi: 10.1039/d0ob02210a.
5
Facile synthesis of carbamoylated benzimidazo[2,1-]isoquinolin-6(5)-ones radical cascade cyclization under metal-free conditions.在无金属条件下通过自由基级联环化轻松合成氨基甲酰化苯并咪唑并[2,1-]异喹啉-6(5)-酮
Org Biomol Chem. 2021 Apr 26;19(15):3489-3496. doi: 10.1039/d1ob00101a.
6
Synthesis of Difluoroarymethyl-Substituted Benzimidazo[2,1-]isoquinolin-6(5)-ones under Mild Conditions.温和条件下二氟芳甲基取代的苯并咪唑并[2,1-]异喹啉-6(5)-酮的合成
ACS Omega. 2023 Feb 14;8(8):7517-7528. doi: 10.1021/acsomega.2c06689. eCollection 2023 Feb 28.
7
The synthesis of anticancer sulfonated indolo[2,1-]isoquinoline and benzimidazo[2,1-]isoquinolin-6(5)-ones derivatives a free radical cascade pathway.抗癌磺化吲哚并[2,1-]异喹啉和苯并咪唑并[2,1-]异喹啉-6(5)-酮衍生物的合成——一种自由基级联途径。
RSC Adv. 2022 Mar 29;12(16):9763-9772. doi: 10.1039/d1ra06981k. eCollection 2022 Mar 25.
8
Synthesis of Benzimidazo[2,1-]isoquinoline and Indolo[2,1-]isoquinoline Derivatives via Copper-Catalyzed Silylation/Methylation of 2-Arylindoles and 2-Arylbenzimidazoles.通过铜催化 2-芳基吲哚和 2-芳基苯并咪唑的硅烷化/甲基化反应合成苯并咪唑并[2,1-α]异喹啉和吲哚并[2,1-α]异喹啉衍生物。
J Org Chem. 2022 Jul 15;87(14):9056-9068. doi: 10.1021/acs.joc.2c00735. Epub 2022 Jun 27.
9
Three-component synthesis of arylsulfonyl-substituted indolo[2,1-]isoquinolinones and benzimidazo-[2,1-]isoquinolin-6(5)-ones by SO insertion and radical cascade cyclization.通过 SO 插入和自由基级联环化反应,合成芳基磺酰基取代的吲哚并[2,1-a]异喹啉酮和苯并咪唑并[2,1-a]异喹啉-6(5H)-酮的三组分合成。
Org Biomol Chem. 2022 Apr 13;20(15):3067-3071. doi: 10.1039/d2ob00409g.
10
Metal-free oxidative acylation/cyclization of N-methacryloyl-2-phenylbenzoimidazole with aryl aldehydes: an easy access to benzimidazo[2,1-a]isoquinolin-6(5H)-ones.无金属促进的 N-丙烯酰基-2-苯基苯并咪唑与芳醛的氧化酰化/环化反应:一种简便合成苯并咪唑并[2,1-a]异喹啉-6(5H)-酮的方法。
Org Biomol Chem. 2019 Nov 28;17(44):9627-9630. doi: 10.1039/c9ob01979k. Epub 2019 Oct 31.

引用本文的文献

1
Photo/electro-mediated radical cascade functionalization/cyclization reactions involving -acryloyl 2-aryl indoles/benzimidazoles.涉及 - 丙烯酰基2 - 芳基吲哚/苯并咪唑的光/电介导自由基级联官能团化/环化反应
RSC Adv. 2025 Sep 5;15(38):31946-31964. doi: 10.1039/d5ra03878b. eCollection 2025 Aug 29.
2
Magic methylation with methyl-containing peroxides.含甲基过氧化物的神奇甲基化作用。
Chem Sci. 2024 Dec 4;16(2):507-529. doi: 10.1039/d4sc05620e. eCollection 2025 Jan 2.
3
Diversely functionalized isoquinolines and their core-embedded heterocyclic frameworks: a privileged scaffold for medicinal chemistry.
多样化功能化异喹啉及其核心嵌入的杂环骨架:药物化学的优势骨架
RSC Med Chem. 2023 Aug 25;14(12):2509-2534. doi: 10.1039/d3md00248a. eCollection 2023 Dec 13.
4
Theoretical Study for Evaluating and Discovering Organic Hydride Compounds as Potential Novel Methylation Reagents.评估和发现有机氢化物作为潜在新型甲基化试剂的理论研究。
ACS Omega. 2022 Oct 4;7(41):36579-36589. doi: 10.1021/acsomega.2c04556. eCollection 2022 Oct 18.
5
Visible-light-driven cascade radical cyclization toward the synthesis of α-carbonyl alkyl-substituted benzimidazo[2,1-]isoquinolin-6(5)-one derivatives.可见光驱动的串联自由基环化反应合成α-羰基烷基取代的苯并咪唑并[2,1-]异喹啉-6(5)-酮衍生物
RSC Adv. 2021 Sep 1;11(47):29372-29375. doi: 10.1039/d1ra05936j.
6
Advances in the Synthesis of Ring-Fused Benzimidazoles and Imidazobenzimidazoles.稠环苯并咪唑和咪唑并苯并咪唑的合成进展
Molecules. 2021 May 4;26(9):2684. doi: 10.3390/molecules26092684.