• 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

氧化铝促进的氧脱氟反应。

Alumina-promoted oxodefluorination.

作者信息

Vladimir Akhmetov, Mikhail Feofanov, Amsharov Konstantin

机构信息

Friedrich-Alexander University Erlangen-Nuernberg, Department of Chemistry and Pharmacy, Organic Chemistry II Nikolaus-Fiebiger Str. 10 91058 Erlangen Germany

Institute of Chemistry, Organic Chemistry, Martin-Luther-University Halle-Wittenberg Kurt-Mothes-Strasse 2 D-06120 Halle Germany.

出版信息

RSC Adv. 2020 Mar 17;10(18):10879-10882. doi: 10.1039/d0ra01369b. eCollection 2020 Mar 11.

DOI:10.1039/d0ra01369b
PMID:35492952
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9050430/
Abstract

A simple protocol for the clean preparation of heterocyclic compounds containing dibenzofuran's core oxodefluorination of fluoroarenes on activated γ-AlO is reported. Alumina can be considered as a reliable oxygen source enabling one-pot substitution of fluorine atoms and yielding benzoannulated furan derivatives. The corresponding C-F bond activation is selective towards less stable C-Br/C-I and occurs under metal- and solvent-free conditions.

摘要

报道了一种在活性γ-氧化铝上对含二苯并呋喃核心的氟芳烃进行清洁制备杂环化合物的简单方案——氧脱氟反应。氧化铝可被视为一种可靠的氧源，能够实现氟原子的一锅法取代，并生成苯并稠合呋喃衍生物。相应的C-F键活化对较不稳定的C-Br/C-I具有选择性，且在无金属和无溶剂条件下发生。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3e9e/9050430/4d42bc9c44bd/d0ra01369b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3e9e/9050430/494d776579ba/d0ra01369b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3e9e/9050430/f4522afa6710/d0ra01369b-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3e9e/9050430/4d42bc9c44bd/d0ra01369b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3e9e/9050430/494d776579ba/d0ra01369b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3e9e/9050430/f4522afa6710/d0ra01369b-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3e9e/9050430/4d42bc9c44bd/d0ra01369b-s1.jpg

相似文献

1
Alumina-promoted oxodefluorination.氧化铝促进的氧脱氟反应。
RSC Adv. 2020 Mar 17;10(18):10879-10882. doi: 10.1039/d0ra01369b. eCollection 2020 Mar 11.
2
Tailoring Diindenochrysene through Intramolecular Multi-Assemblies by C-F Bond Activation on Aluminum Oxide.通过在氧化铝上进行碳氟键活化的分子内多组装来定制二茚并芘。
Chemistry. 2019 Jun 7;25(32):7607-7612. doi: 10.1002/chem.201901450. Epub 2019 May 2.
3
Insights into the mechanism of fluoride adsorption over different crystal phase alumina surfaces.不同晶相氧化铝表面氟吸附机理的研究洞察
J Hazard Mater. 2022 Feb 5;423(Pt B):127109. doi: 10.1016/j.jhazmat.2021.127109. Epub 2021 Sep 7.
4
The organometallic fluorine chemistry of palladium and rhodium: studies toward aromatic fluorination.钯和铑的有机金属氟化学：芳香族氟化研究。
Acc Chem Res. 2010 Jan 19;43(1):160-71. doi: 10.1021/ar9001763.
5
Single site Fe on the (110) surface of γ-AlO: insights from a DFT study including the periodic boundary approach.γ -AlO(110)表面的单原子铁：包含周期性边界方法的密度泛函理论研究的见解
Phys Chem Chem Phys. 2021 Mar 28;23(12):7164-7177. doi: 10.1039/d0cp05718e. Epub 2021 Mar 18.
6
Synthesis and interconversions of digold(I), tetragold(I), digold(II), gold(I)-gold(III) and digold(III) complexes of fluorine-substituted aryl carbanions.氟代芳基碳负离子的二金（I）、四金（I）、二金（II）、金（I）-金（III）和二金（III）配合物的合成与相互转化
Dalton Trans. 2009 Sep 28(36):7537-51. doi: 10.1039/b906769h. Epub 2009 Jul 27.
7
Hydrofluoroarylation of alkynes with fluoroarenes.炔烃与氟芳烃的氢氟芳基化反应。
Dalton Trans. 2010 Nov 21;39(43):10483-94. doi: 10.1039/c0dt00104j. Epub 2010 Oct 12.
8
Hydrogen bonding promoted simple and clean photo-induced reduction of C-X bond with isopropanol.氢键促进了异丙醇引发的 C-X 键的简单、清洁的光还原反应。
Chem Commun (Camb). 2019 Jan 15;55(6):767-770. doi: 10.1039/c8cc08942f.
9
A Simple and Efficient Synthesis of 4-Arylacridinediones and 6-Aryldiindeno[1,2-b:2,1-e]pyridinediones using CuI Nanoparticles as Catalyst under Solvent-Free Conditions.在无溶剂条件下使用碘化亚铜纳米颗粒作为催化剂简单高效地合成4-芳基吖啶二酮和6-芳基二茚并[1,2-b:2,1-e]吡啶二酮
Comb Chem High Throughput Screen. 2017;20(9):773-780. doi: 10.2174/1386207320666171002123027.
10
Nickel-catalyzed alkenylation and alkylation of fluoroarenes via activation of C-H bond over C-F bond.通过C-H键相对于C-F键的活化实现镍催化的氟代芳烃的烯基化和烷基化反应。
J Am Chem Soc. 2008 Dec 3;130(48):16170-1. doi: 10.1021/ja807258m.

引用本文的文献

1
Recent Advances in Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds.杂环纳米石墨烯和其他多环杂芳烃化合物的最新进展。
Chem Rev. 2022 Jan 12;122(1):565-788. doi: 10.1021/acs.chemrev.1c00449. Epub 2021 Dec 1.
2
Catalyst-Free Synthesis of O-Heteroacenes by Ladderization of Fluorinated Oligophenylenes.通过氟化低聚亚苯基的阶梯化反应无催化剂合成氧杂并苯
Angew Chem Int Ed Engl. 2021 Mar 1;60(10):5199-5203. doi: 10.1002/anie.202007427. Epub 2021 Feb 15.

本文引用的文献

1
A dibenzofuran derivative: 2-(pentyloxy)dibenzo[]furan.一种二苯并呋喃衍生物：2-(戊氧基)二苯并呋喃。
IUCrdata. 2018 Sep;3(9). doi: 10.1107/S2414314618013068.
2
Towards Nonalternant Nanographenes through Self-Promoted Intramolecular Indenoannulation Cascade by C-F Bond Activation.通过C-F键活化的自促进分子内茚并环化级联反应合成非交替型纳米石墨烯
Chemistry. 2019 Sep 6;25(50):11609-11613. doi: 10.1002/chem.201902586. Epub 2019 Aug 7.
3
Tailoring Diindenochrysene through Intramolecular Multi-Assemblies by C-F Bond Activation on Aluminum Oxide.
通过在氧化铝上进行碳氟键活化的分子内多组装来定制二茚并芘。
Chemistry. 2019 Jun 7;25(32):7607-7612. doi: 10.1002/chem.201901450. Epub 2019 May 2.
4
Dibenzofuran-4,6-bis(oxazoline) (DBFOX). A novel trans-chelating bis(oxazoline) ligand for asymmetric reactions.二苯并呋喃-4,6-双(恶唑啉)（DBFOX）。一种新型的反式螯合双（恶唑啉）配体，用于不对称反应。
Org Biomol Chem. 2018 Aug 8;16(31):5551-5565. doi: 10.1039/c8ob01010b.
5
Photoinduced Synthesis of Dibenzofurans: Intramolecular and Intermolecular Comparative Methodologies.光诱导二苯并呋喃的合成：分子内和分子间比较方法
J Org Chem. 2018 Aug 3;83(15):7867-7877. doi: 10.1021/acs.joc.8b00742. Epub 2018 Jun 11.
6
Copper(i) complexes based on ligand systems with two different binding sites: synthesis, structures and reaction with O.基于具有两个不同结合位点的配体体系的铜（I）配合物：合成、结构及与氧的反应
Dalton Trans. 2018 Jan 2;47(2):544-560. doi: 10.1039/c7dt03752j.
7
Fluorination of an Alumina Surface: Modeling Aluminum-Fluorine Reaction Mechanisms.氧化铝表面的氟化：铝-氟反应机制的建模。
ACS Appl Mater Interfaces. 2017 Jul 19;9(28):24290-24297. doi: 10.1021/acsami.7b05372. Epub 2017 Jul 7.
8
Synthesis, bioactivity, 3D-QSAR studies of novel dibenzofuran derivatives as PTP-MEG2 inhibitors.新型二苯并呋喃衍生物作为PTP-MEG2抑制剂的合成、生物活性及三维定量构效关系研究
Oncotarget. 2017 Jun 13;8(24):38466-38481. doi: 10.18632/oncotarget.16595.
9
Synthesis of Rationally Halogenated Buckybowls by Chemoselective Aromatic C-F Bond Activation.通过选择性芳香 C-F 键活化合成理性卤化 buckybowls
Angew Chem Int Ed Engl. 2017 Apr 18;56(17):4834-4838. doi: 10.1002/anie.201700814. Epub 2017 Mar 24.
10
Syntheses of dibenzo[d,d']benzo[2,1-b:3,4-b']difuran derivatives and their application to organic field-effect transistors.二苯并[d,d']苯并[2,1-b:3,4-b']二呋喃衍生物的合成及其在有机场效应晶体管中的应用。
Beilstein J Org Chem. 2016 Apr 26;12:805-12. doi: 10.3762/bjoc.12.79. eCollection 2016.