• 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

通过钯催化的反向氢解合成萘并[2,3-b]呋喃-4,9-二酮。

Naphtho[2,3-b]furan-4,9-dione synthesis via palladium-catalyzed reverse hydrogenolysis.

机构信息

School of Pharmacy, East China University of Science and Technology, Meilong Road 130, Shanghai 200237, China.

出版信息

Chem Commun (Camb). 2019 Feb 19;55(16):2348-2351. doi: 10.1039/c8cc09369e.

DOI:10.1039/c8cc09369e
PMID:30724284
Abstract

A reverse hydrogenolysis process has been developed for two-site coupling of 2-hydroxy-1,4-naphthoquinones with olefins to produce naphtha[2,3-b]furan-4,9-diones and hydrogen (H2). The reaction is catalyzed by commercially available Pd/C without oxidants and hydrogen acceptors, thereby providing an intrinsically waste-free approach for the synthesis of functionalized and potentially biologically relevant naphtha[2,3-b]furan-4,9-diones.

摘要

开发了一种反氢解过程,用于 2-羟基-1,4-萘醌与烯烃的双位点偶联,以生成萘并[2,3-b]呋喃-4,9-二酮和氢气(H2)。该反应由市售的 Pd/C 催化,无需氧化剂和氢气受体,从而为功能化和潜在具有生物学相关性的萘并[2,3-b]呋喃-4,9-二酮的合成提供了一种本质上无废物的方法。

相似文献

1
Naphtho[2,3-b]furan-4,9-dione synthesis via palladium-catalyzed reverse hydrogenolysis.通过钯催化的反向氢解合成萘并[2,3-b]呋喃-4,9-二酮。
Chem Commun (Camb). 2019 Feb 19;55(16):2348-2351. doi: 10.1039/c8cc09369e.
2
An Efficient Synthesis of Naphtho[2,3-]furan-4,9-diones via Visible-Light-Mediated [3+2] Cycloaddition Reaction.可见光促进[3+2]环加成反应高效合成萘并[2,3-f]呋喃-4,9-二酮
Molecules. 2023 Jun 13;28(12):4751. doi: 10.3390/molecules28124751.
3
Palladium(II)-Catalyzed Oxidative Annulation of 2-Hydroxynaphthalene-1,4-diones and Internal Alkynes via C-H Functionalization.钯(II)催化2-羟基萘-1,4-二酮与内炔烃通过C-H官能化的氧化环化反应
J Org Chem. 2020 May 15;85(10):6761-6769. doi: 10.1021/acs.joc.9b03153. Epub 2020 Apr 27.
4
Cytotoxic activity toward KB cells of 2-substituted naphtho[2,3-b]furan-4,9-diones and their related compounds.2-取代萘并[2,3-b]呋喃-4,9-二酮及其相关化合物对KB细胞的细胞毒活性。
Biosci Biotechnol Biochem. 2006 Apr;70(4):1009-12. doi: 10.1271/bbb.70.1009.
5
Synthesis of Bioactive 3,4-Dihydro-2 H-naphtho[2,3- b][1,4]oxazine-5,10-dione and 2,3,4,5-Tetrahydro-1 H-naphtho[2,3- b]azepine-6,11-dione Derivatives via the Copper-Catalyzed Intramolecular Coupling Reaction.通过铜催化的分子内偶联反应合成生物活性 3,4-二氢-2H-萘并[2,3-b][1,4]恶嗪-5,10-二酮和 2,3,4,5-四氢-1H-萘并[2,3-b]氮杂卓-6,11-二酮衍生物。
J Org Chem. 2018 Apr 6;83(7):4119-4130. doi: 10.1021/acs.joc.8b00020. Epub 2018 Mar 21.
6
Tumor-specific cytotoxicity and type of cell death induced by naphtho[2,3-b]furan-4,9-diones and related compounds in human tumor cell lines: relationship to electronic structure.萘并[2,3 - b]呋喃 - 4,9 - 二酮及相关化合物在人肿瘤细胞系中诱导的肿瘤特异性细胞毒性和细胞死亡类型:与电子结构的关系
Anticancer Res. 2009 Jan;29(1):455-64.
7
Copper(i)-Y zeolite catalyzed N-sulfonylketenimine mediated annulation of hydroxynaphthoquinones: syntheses of naphtho[2,1-b]furan-2,5-diones and benzo[de]chromene-2,6-diones.铜(I)-Y沸石催化的N-磺酰基烯酮亚胺介导的羟基萘醌环化反应:萘并[2,1-b]呋喃-2,5-二酮和苯并[de]色烯-2,6-二酮的合成
Chem Commun (Camb). 2016 Jun 28;52(54):8436-9. doi: 10.1039/c6cc03571j.
8
Electronic and cytotoxic properties of 2-amino-naphtho[2,3-b]furan-4,9-diones.2-氨基萘并[2,3-b]呋喃-4,9-二酮的电子和细胞毒性性质。
J Org Chem. 2011 Mar 18;76(6):1634-43. doi: 10.1021/jo102233j. Epub 2011 Feb 15.
9
Pd/C-catalyzed dehydrogenation of 2-cinnamoylbenzoic acids to 3-benzylidene-3H-isochroman-1,4-diones.Pd/C 催化 2-肉桂酰基苯甲酸脱氢生成 3-亚苄基-3H-异苯并呋喃-1,4-二酮。
Chem Commun (Camb). 2018 Jul 10;54(56):7774-7777. doi: 10.1039/c8cc03402h.
10
Concise synthesis of heterocycle-fused naphthoquinones by employing sonogashira coupling and tandem addition-elimination/intramolecular cyclization.
Chem Pharm Bull (Tokyo). 2013;61(6):648-54. doi: 10.1248/cpb.c13-00102.

引用本文的文献

1
A review on synthesis of furonaphthoquinones through lawsone derivatives annulation reactions and their biological properties.通过胡桃醌衍生物环化反应合成呋喃萘醌及其生物学特性的综述。
RSC Adv. 2025 Feb 4;15(5):3515-3546. doi: 10.1039/d4ra08843c. eCollection 2025 Jan 29.
2
Electro-oxidative quinylation of sulfides to sulfur ylides in batch and continuous flow.在间歇和连续流动条件下将硫化物电氧化为硫叶立德的喹啉化反应。
iScience. 2023 Dec 1;27(1):108605. doi: 10.1016/j.isci.2023.108605. eCollection 2024 Jan 19.
3
An Efficient Synthesis of Naphtho[2,3-]furan-4,9-diones via Visible-Light-Mediated [3+2] Cycloaddition Reaction.
可见光促进[3+2]环加成反应高效合成萘并[2,3-f]呋喃-4,9-二酮
Molecules. 2023 Jun 13;28(12):4751. doi: 10.3390/molecules28124751.