• 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

锰(III)促进的2-芳基吲哚/2-芳基苯并咪唑与二取代氧化膦的串联膦酰化/环化反应

Manganese(iii)-promoted tandem phosphinoylation/cyclization of 2-arylindoles/2-arylbenzimidazoles with disubstituted phosphine oxides.

作者信息

Jiang Shuai-Shuai, Xiao Yu-Ting, Wu Yan-Chen, Luo Shu-Zheng, Song Ren-Jie, Li Jin-Heng

机构信息

Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, China.

Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, China and State Key Laboratory of Chemo/Biosensing and Chemometrics, Hunan University, Changsha 410082, China.

出版信息

Org Biomol Chem. 2020 Jul 1;18(25):4843-4847. doi: 10.1039/d0ob00877j.

DOI:10.1039/d0ob00877j
PMID:32608447
Abstract

A simple and practical method for the synthesis of phosphoryl-substituted indolo[2,1-a]isoquinolin-6(5H)-ones and benzimidazo[2,1-a]isoquinolin-6(5H)-ones through manganese(iii)-promoted tandem phosphinoylation/cyclization of 2-arylindoles or 2-arylbenzimidazoles with disubstituted phosphine oxides was developed. In this transformation, new C-P bond and C-C bond were constructed simultaneously under silver-free conditions, exhibiting a broad substrate scope. It was noted that not only diarylphosphine oxides but also dialkyl and arylalkyl-phosphine oxides were compatible with the conditions.

摘要

开发了一种简单实用的方法,通过锰(III)促进2-芳基吲哚或2-芳基苯并咪唑与二取代氧化膦的串联膦酰化/环化反应来合成磷酰基取代的吲哚并[2,1-a]异喹啉-6(5H)-酮和苯并咪唑并[2,1-a]异喹啉-6(5H)-酮。在该转化过程中,在无银条件下同时构建了新的C-P键和C-C键,底物范围广泛。值得注意的是,不仅二芳基氧化膦,而且二烷基和芳基烷基氧化膦也与该条件兼容。

相似文献

1
Manganese(iii)-promoted tandem phosphinoylation/cyclization of 2-arylindoles/2-arylbenzimidazoles with disubstituted phosphine oxides.锰(III)促进的2-芳基吲哚/2-芳基苯并咪唑与二取代氧化膦的串联膦酰化/环化反应
Org Biomol Chem. 2020 Jul 1;18(25):4843-4847. doi: 10.1039/d0ob00877j.
2
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.
3
Copper(I)-Catalyzed Radical Carbamylation/Cyclization of 2-Aryl--methacryloylindoles with Substituted Formamides to Assemble Amidated Indolo[2,1-]isoquinolin-6(5)-ones.铜(I)催化2-芳基-β-甲基丙烯酰基吲哚与取代甲酰胺的自由基氨甲酰化/环化反应以组装酰胺化的吲哚并[2,1-a]异喹啉-6(5)-酮。
J Org Chem. 2023 Dec 1;88(23):16352-16364. doi: 10.1021/acs.joc.3c01856. Epub 2023 Nov 16.
4
Electrochemical Radical Tandem Difluoroethylation/Cyclization of Unsaturated Amides to Access MeCF-Featured Indolo/Benzoimidazo [2,1-]Isoquinolin-6(5)-ones.不饱和酰胺的电化学自由基串联二氟乙基化/环化反应合成含MeCF的吲哚/苯并咪唑[2,1-]异喹啉-6(5)-酮
Molecules. 2024 Feb 22;29(5):973. doi: 10.3390/molecules29050973.
5
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.
6
Metal- and additive-free radical-triggered nitration/cyclization to construct indolo[2,1-]isoquinoline and benzimidazo[2,1-]isoquinolin-6(5)-one derivatives using -BuONO as nitro reagents.无金属和添加剂的自由基引发的硝化/环化反应,使用 -BuONO 作为硝基试剂构建吲哚并[2,1-a]异喹啉和苯并咪唑并[2,1-a]异喹啉-6(5)-酮衍生物。
Org Biomol Chem. 2023 Jun 28;21(25):5254-5264. doi: 10.1039/d3ob00630a.
7
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.
8
Metal-free synthesis of phosphinoylchroman-4-ones via a radical phosphinoylation-cyclization cascade mediated by KSO.通过KSO介导的自由基膦酰化-环化串联反应实现无金属合成膦酰基苯并二氢吡喃-4-酮。
Beilstein J Org Chem. 2020 Aug 12;16:1974-1982. doi: 10.3762/bjoc.16.164. eCollection 2020.
9
The construction of benzimidazo[2,1-]isoquinolin-6(5)-ones from -methacryloyl-2-phenylbenzoimidazoles through radical strategies.通过自由基策略从 -丙烯酰基-2-苯基苯并咪唑构建苯并咪唑并[2,1-]异喹啉-6(5)-酮。
Org Biomol Chem. 2021 Oct 27;19(41):8874-8885. doi: 10.1039/d1ob01465j.
10
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.

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
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.