• 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

钯/铜共催化 C-H 活化和 C-C 键区域选择性断裂反应在稠合色烯喹啉合成中的应用。

Palladium/Copper Cocatalyzed C-H Activation and C-C Bond Regioselective Cleavage Reaction for the Synthesis of Fused Chromeno Quinolines.

机构信息

School of Chemistry and Chemical Engineering, Shandong Provincial Key Laboratory of Chemical Energy Storage and Novel Cell Technology, Liaocheng University, Liaocheng 252000, Shandong, P. R. China.

Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, College of Chemistry and Life Sciences, Zhejiang Normal University, Jinhua 321004, P. R. China.

出版信息

Org Lett. 2020 Nov 20;22(22):8860-8865. doi: 10.1021/acs.orglett.0c03229. Epub 2020 Nov 10.

DOI:10.1021/acs.orglett.0c03229
PMID:33172271
Abstract

A method for the synthesis of fused chromeno quinolines by the palladium/copper cocatalyzed C-H bond activation and C-C bond cleavage reaction has been developed. A variety of fused chromeno quinoline derivatives could be synthesized by coumarin derivatives and anilines through the C-C bond cleavage/C-H functionalization/C-C bond formation process. The MTT assay was used to evaluate the chromeno quinolines against the human cervix tumor cells (HeLa), and without coordination metals showed good inhibition effect.

摘要

一种通过钯/铜共催化 C-H 键活化和 C-C 键断裂反应合成稠合色烯喹啉的方法已经被开发出来。通过 C-C 键断裂/C-H 官能化/C-C 键形成过程,各种稠合色烯喹啉衍生物可以由香豆素衍生物和苯胺合成。MTT 测定法被用来评估稠合色烯喹啉对人宫颈肿瘤细胞(HeLa)的活性,而没有配位金属的稠合色烯喹啉显示出良好的抑制效果。

相似文献

1
Palladium/Copper Cocatalyzed C-H Activation and C-C Bond Regioselective Cleavage Reaction for the Synthesis of Fused Chromeno Quinolines.钯/铜共催化 C-H 活化和 C-C 键区域选择性断裂反应在稠合色烯喹啉合成中的应用。
Org Lett. 2020 Nov 20;22(22):8860-8865. doi: 10.1021/acs.orglett.0c03229. Epub 2020 Nov 10.
2
Palladium and copper cocatalyzed tandem N-H/C-H Bond functionalization: synthesis of CF3-containing indolo- and pyrrolo[2,1-a]isoquinolines.钯和铜共催化串联 N-H/C-H 键官能化:含 CF3 的吲哚并和吡咯并[2,1-a]异喹啉的合成。
J Org Chem. 2012 Mar 16;77(6):2850-6. doi: 10.1021/jo3000404. Epub 2012 Mar 2.
3
Copper-Promoted Tandem Reaction of Azobenzenes with Allyl Bromides via N═N Bond Cleavage for the Regioselective Synthesis of Quinolines.铜促进的偶氮苯与烯丙基溴的串联反应通过 N═N 键断裂用于区域选择性合成喹啉。
Org Lett. 2015 Dec 4;17(23):5836-9. doi: 10.1021/acs.orglett.5b03009. Epub 2015 Nov 18.
4
Aerobic synthesis of substituted quinoline from aldehyde and aniline: copper-catalyzed intermolecular C-H active and C-C formative cyclization.从醛和苯胺中进行取代喹啉的有氧合成:铜催化的分子间 C-H 活性和 C-C 形成环化。
Org Lett. 2013 Sep 20;15(18):4876-9. doi: 10.1021/ol402312h. Epub 2013 Sep 11.
5
Synthesis, X-ray structure, and pharmacological activity of some 6,6-disubstituted chromeno[4,3-b]- and chromeno- [3,4-c]-quinolines.某些6,6-二取代色烯并[4,3 - b] - 和色烯并[3,4 - c] - 喹啉的合成、X射线结构及药理活性
Arch Pharm (Weinheim). 2007 Aug;340(8):396-403. doi: 10.1002/ardp.200700089.
6
Novel and convenient synthesis of substituted quinolines by copper- or palladium-catalyzed cyclodehydration of 1-(2-aminoaryl)-2-yn-1-ols.通过铜或钯催化的1-(2-氨基芳基)-2-炔-1-醇的环脱水反应新颖便捷地合成取代喹啉。
J Org Chem. 2007 Aug 31;72(18):6873-7. doi: 10.1021/jo071094z. Epub 2007 Jul 26.
7
A C-H functionalization protocol for the direct synthesis of benzobisthiazole derivatives.
J Org Chem. 2014 Aug 15;79(16):7766-71. doi: 10.1021/jo501416j. Epub 2014 Jul 31.
8
Reactivity of functionalized N,S-ketene acetal: regioselective construction of tetrahydrobenzo[b]pyran and chromeno[2,3-b]quinoline derivatives.功能化 N,S-缩酮的反应性:四氢苯并[b]吡喃和色烯并[2,3-b]喹啉衍生物的区域选择性构建。
J Org Chem. 2010 Dec 17;75(24):8522-32. doi: 10.1021/jo101902z. Epub 2010 Nov 18.
9
Palladium-catalyzed Sonogashira-coupling conjoined C-H activation: a regioselective tandem strategy to access indolo- and pyrrolo[1,2-a]quinolines.钯催化的 Sonogashira 偶联与 C-H 活化的联合:一种区域选择性的串联策略,用于构建吲哚并和吡咯并[1,2-a]喹啉。
J Org Chem. 2012 Nov 16;77(22):10382-92. doi: 10.1021/jo302112a. Epub 2012 Oct 30.
10
Synthesis of Pyrimidine Fused Quinolines by Ligand-Free Copper-Catalyzed Domino Reactions.无配体铜催化的串联反应合成嘧啶并喹啉。
J Org Chem. 2018 Apr 6;83(7):3624-3632. doi: 10.1021/acs.joc.7b03272. Epub 2018 Mar 23.

引用本文的文献

1
Frontiers in bond construction: innovative approaches to C-C and carbon-heteroatom (C-S, C-N, C-O, C-Se, C-P) transformations-a review.键构建前沿:C-C键及碳-杂原子(C-S、C-N、C-O、C-Se、C-P)转化的创新方法——综述
RSC Adv. 2025 Jul 10;15(29):23704-23759. doi: 10.1039/d5ra03124a. eCollection 2025 Jul 4.
2
Novel UiO-NH-like Zr-Based MOF (Basu-DPU) as an Excellent Catalyst for Preparation of New 6-Chromeno[4,3-]quinolin-6-ones.新型类UiO-NH的锆基金属有机框架材料(Basu-DPU)作为制备新型6-色烯并[4,3-]喹啉-6-酮的优良催化剂。
ACS Omega. 2023 Jul 12;8(29):25924-25937. doi: 10.1021/acsomega.3c01793. eCollection 2023 Jul 25.
3
Copper-catalyzed enantioselective diyne cyclization C(sp)-O bond cleavage.
铜催化对映选择性二炔环化反应 C(sp)-O 键断裂。
Chem Sci. 2023 Mar 1;14(13):3493-3500. doi: 10.1039/d2sc06152j. eCollection 2023 Mar 29.
4
C-X Bond Activation by Palladium: Steric Shielding versus Steric Attraction.钯引发的 C-X 键活化:空间位阻屏蔽与空间位阻吸引。
Chemistry. 2022 Aug 4;28(44):e202201093. doi: 10.1002/chem.202201093. Epub 2022 Jun 16.