CAS: 85-02-9; Benzo[f]Quinoline

该化合物是一种杂交有机化合物,其特点是有引信的苯和quinoline结构,为专门应用提供了独特的化学特性,其硬性,平板框架和富电子芳香系统使其在材料科学中具有价值,特别是作为有机半导体,发光材料和协调化学的一个构件.该化合物的稳定性和可金枪鱼电子特性使其得以用于光电子设备,如OLEDs和光电电池.此外,在制药研究中,还探讨了苯基诺因具有潜在生物活性而具有的衍生物.其合成和功能的多功能性进一步增强了其在先进化学和工业应用中的效用.

结构式图片

相似化合物

230-27-3 230-07-9 243-28-7

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合成工艺路线路线简述

  • 合成目标产物 5,6-Benzoquinoline 主要起始原料 Acrolein Diethyl Acetal And 2-Naphthylamine
  • 2495317-05-8 = 85-02-9
    反应条件:1.1 Reagents: Phosphoric Acid,Oxygen Solvents: 1,2-Dichloroethane,Water; 24 H,1 Atm,170 °C; 170 °C -> Rt1.2 Reagents: Sodium Hydroxide Solvents: Dichloromethane,Water; 10 Min,Rt
    标题:Homologation Of The Fischer Indolization: A Quinoline Synthesis Via Homo-Diaza-Cope Rearrangement
    作者:Gerosa,Gabriela Guillermina; Et Al
    参考文献:Angewandte Chemie 日期:2020 卷标:59(46) 页码:20485-20488]

    100727-05-7 = 85-02-9
    反应条件:1.1 Reagents: 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone Solvents: Toluene; 6 H,Reflux
    标题:A New Multicomponent Protocol For The Synthesis Of Pyridines And Fused Pyridines Via A Formal Aza [3 + 3] Cycloaddition
    作者:Tenti,Giammarco; Et Al
    参考文献:Current Organic Synthesis 日期:2013 卷标:10(4) 页码:645-654]

    2959463-06-8 = 85-02-9
    反应条件:1.1 Reagents: Trimethyl Phosphate,Lithium Iodide Solvents: Tetrahydrofuran; 16 H,Rt -> 65 °C; 65 °C -> Rt1.2 Reagents: Potassium Tert-Butoxide,18-Crown-6 Solvents: Tetrahydrofuran; Rt; Rt -> 65 °C; 6 H,65 °C; 65 °C -> Rt1.3 Reagents: Ammonia Solvents: Water
    标题:Deaminative Ring Contraction For The Synthesis Of Polycyclic Heteroaromatics: A Concise Total Synthesis Of Toddaquinoline
    作者:Kirkeby,Emily K.; Et Al
    参考文献:Chemrxiv 日期:2023 卷标:1 页码:1-7]

    607-34-1 + 6651-43-0 = 85-02-9
    反应条件:1.1 Solvents: Ethylammonium Nitrate; 24 H,60 °C
    标题:Nitroquinolines As Dienophiles In Polar Diels-Alder Reactions. Influences Of Molecular Solvents And Ionic Liquids
    作者:Cancian,Silvina; Et Al
    参考文献:International Electronic Conference On Synthetic Organic Chemistry 日期:2010]

    40138-16-7 + 122213-94-9 = 85-02-9
    反应条件:1.1 Reagents: Sodium Carbonate Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Methanol,Toluene,Water; 15 H,90 °C2.1 Reagents: Potassium Tert-Butoxide Solvents: Dimethylformamide; Rt; Overnight,Rt2.2 Reagents: Water
    标题:A General And Efficient Method For The Synthesis Of Benzo-(Iso)Quinoline Derivatives
    作者:Mamane,Victor; Et Al
    参考文献:Tetrahedron 日期:2008 卷标:64(47) 页码:10699-10705]

    17104-69-7 = 85-02-9
    反应条件:1.1 Reagents: Benzeneacetic Acid,α-Diazo-,Methyl Ester Catalysts: Copper(Ii) Triflate Solvents: 1,2-Dichloroethane; 12 H,60 °C
    标题:Copper-Catalyzed Oxygen Atom Transfer Of N-Oxides Leading To A Facile Deoxygenation Procedure Applicable To Both Heterocyclic And Amine N-Oxides
    作者:Jeong,Jisu; Et Al
    参考文献:Chemical Communications (Cambridge 日期:2015 卷标:51(32) 页码:7035-7038]

    = 85-02-9
    反应条件:1.1 Reagents: Potassium Tert-Butoxide Solvents: Dimethylformamide; Rt; Overnight,Rt1.2 Reagents: Water
    标题:A General And Efficient Method For The Synthesis Of Benzo-(Iso)Quinoline Derivatives
    作者:Mamane,Victor; Et Al
    参考文献:Tetrahedron 日期:2008 卷标:64(47) 页码:10699-10705]

    91-59-8 + 504-63-2 = 85-02-9
    反应条件:1.1 Reagents: Oxygen Catalysts: Trifluoroacetic Acid,2,4,6-Trimethylpyridine,Palladium Diacetate Solvents: 1,3-Propanediol; 16 H,150 °C
    标题:Assembly Of Diversely Substituted Quinolines Via Aerobic Oxidative Aromatization From Simple Alcohols And Anilines
    作者:Li,Jixing; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2017 卷标:82(6) 页码:3284-3290]

    62953-11-1 = 85-02-9 [标题:Reaction Conditions
    标题:Synthesis Of Heterocyclic Systems: A New Synthesis Of Benzoquinolines And Benzindoles
    作者:Nasipuri,D.; Et Al
    参考文献:Indian Journal Of Chemistry 日期:1976 卷标:(11) 页码:819-22]

    91-59-8 = 85-02-9
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water; 24 H,111 °C; 111 °C -> Rt1.2 Reagents: Sodium Carbonate Solvents: Water; Ph 7 - 8
    标题:Quinoline Synthesis By Improved Skraup-Doebner-Von Miller Reactions Utilizing Acrolein Diethyl Acetal
    作者:Ramann,Ginelle A.; Et Al
    参考文献:Tetrahedron Letters 日期:2015 卷标:56(46) 页码:6436-6439]

    1519-59-1 = 85-02-9
    反应条件:1.1 Reagents: Oxygen
    标题:Photocyclization Of Stilbenes And Related Molecules
    作者:Mallory,Frank B.; Et Al
    参考文献:Organic Reactions (Hoboken 日期:1984 卷标:30]

    605-86-7 = 85-02-9
    反应条件:1.1 Solvents: Water; Heated1.2 Reagents: Sodium Hydroxide Solvents: Water; Neutralized
    标题:Benzo[f]Quinoline. Synthesis And Structural Analysis
    作者:Bejan,Vasilichia; Et Al
    参考文献:Revista De Chimie (Bucharest 日期:2011 卷标:62(2) 页码:199-200]

    63359-38-6 = 85-02-9
    反应条件:1.1 Catalysts: Sodium Carbonate
    标题:Structure And Synthesis Of Reed'S Base (1,3-Dimethyl-5,6-Benzoquinoline)
    作者:Singh,Prem Narayan; Et Al
    参考文献:Indian Journal Of Chemistry 日期:1976 卷标:(12) 页码:973-4]

    7376-25-2 = 85-02-9
    反应条件:1.1 Reagents: Oxygen
    标题:Photocyclization Of Stilbenes And Related Molecules
    作者:Mallory,Frank B.; Et Al
    参考文献:Organic Reactions (Hoboken 日期:1984 卷标:30]

    530-93-8 = 85-02-9
    反应条件:1.1 Reagents: 1,1-Dimethylhydrazine Catalysts: Indium Trichloride Solvents: Ethanol; 30 Min,Rt1.2 4 H,Rt1.3 Catalysts: Palladium Solvents: Toluene; 16 H,Reflux2.1 Reagents: 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone Solvents: Toluene; 6 H,Reflux
    标题:A New Multicomponent Protocol For The Synthesis Of Pyridines And Fused Pyridines Via A Formal Aza [3 + 3] Cycloaddition
    作者:Tenti,Giammarco; Et Al
    参考文献:Current Organic Synthesis 日期:2013 卷标:10(4) 页码:645-654]

    1219020-59-3 = 85-02-9
    反应条件:1.1 Reagents: Cesium Carbonate Catalysts: Palladium Diacetate,Tri-Tert-Butylphosphine Solvents: Toluene; 24 H,100 °C2.1 Reagents: Phosphoric Acid,Oxygen Solvents: 1,2-Dichloroethane,Water; 24 H,1 Atm,170 °C; 170 °C -> Rt2.2 Reagents: Sodium Hydroxide Solvents: Dichloromethane,Water; 10 Min,Rt
    标题:Homologation Of The Fischer Indolization: A Quinoline Synthesis Via Homo-Diaza-Cope Rearrangement
    作者:Gerosa,Gabriela Guillermina; Et Al
    参考文献:Angewandte Chemie 日期:2020 卷标:59(46) 页码:20485-20488]

    2959462-94-1 = 85-02-9
    反应条件:1.1 Reagents: Zinc Catalysts: Tetrabutylammonium Iodide,Bis(Triphenylphosphine) Nickel Dibromide Solvents: Tetrahydrofuran; 10 Min,Rt1.2 Solvents: Tetrahydrofuran; 24.5 H,50 °C; 50 °C -> Rt1.3 Reagents: Ammonia Solvents: Water; Rt2.1 Reagents: Trimethyl Phosphate,Lithium Iodide Solvents: Tetrahydrofuran; 16 H,Rt -> 65 °C; 65 °C -> Rt2.2 Reagents: Potassium Tert-Butoxide,18-Crown-6 Solvents: Tetrahydrofuran; Rt -> 65 °C; 6 H,65 °C; 65 °C -> Rt2.3 Reagents: Ammonia Solvents: Water; Rt
    标题:Deaminative Ring Contraction For The Synthesis Of Polycyclic Heteroaromatics: A Concise Total Synthesis Of Toddaquinoline
    作者:Kirkeby,Emily K.; Et Al
    参考文献:Chemical Science 日期:2023 卷标:14(38) 页码:10508-10514]

    343606-93-9 = 85-02-9
    反应条件:1.1 Reagents: Permanganic Acid (Hmno4),Potassium Salt (1:1)2.1 Catalysts: Sodium Carbonate
    标题:Structure And Synthesis Of Reed'S Base (1,3-Dimethyl-5,6-Benzoquinoline)
    作者:Singh,Prem Narayan; Et Al
    参考文献:Indian Journal Of Chemistry 日期:1976 卷标:(12) 页码:973-4]

    56-81-5 + 91-59-8 = 85-02-9
    反应条件:1.1 Reagents: Sulfuric Acid,Arsenic Acid (H3Aso4) Solvents: Water; 140 °C; 140 °C; 4 H,150 - 155 °C1.2 Reagents: Sodium Hydroxide Solvents: Water; Ph 9,150 - 155 °C2.1 Solvents: Water; Heated2.2 Reagents: Sodium Hydroxide Solvents: Water; Neutralized
    标题:Benzo[f]Quinoline. Synthesis And Structural Analysis
    作者:Bejan,Vasilichia; Et Al
    参考文献:Revista De Chimie (Bucharest 日期:2011 卷标:62(2) 页码:199-200
📜5,6-Benzoquinoline N-Oxide置于a-叠氮基-苯乙酸甲酯,Copper(II) Bis(Trifluoromethanesulfonate)体系中,用 1,2-二氯乙烷 作为反应溶剂,化学反应 12.0H,以92%的收率获得产物5.6-苯并喹啉
参考文献:铜催化n氧化物的氧原子转移,导致适用于杂环和胺n氧化物的简便脱氧程序.
标题:铜催化n氧化物的氧原子转移,导致适用于杂环和胺n氧化物的简便脱氧程序.
摘要:通过使用重氮化合物作为氧受体的铜催化氧原子转移,已成功开发出包括杂环和烷基(芳基)胺衍生物在内的各种类型的n-氧化物的脱氧反应.在温和条件下,该反应可在广泛的具有非常好官能团耐受性的底物上顺利进行.
DOI:10.1039/c5Cc01739D

海关参考信息

专利信息


专利号:US-10711138-B2
优先权日:2016-04-08
标题:Intermediates and procedures for the synthesis of functional materials
发明人：KIRSCH PEER; GUNST SUSANN
权利人:MERCK PATENT GMBH
摘要:The present invention relates to heteroaromatic compounds which have two different reactive groups, their use in the synthesis of asymmetrically substituted compounds, and synthesis processes in which the compounds according to the invention are reacted sequentially with two different compounds, whereby an asymmetrically substituted compound is formed.

专利号:US-6465653-B2
优先权日:1998-09-29
标题:Noncatalyzed synthesis of 4-hydroxyquinolines and/or tautomers thereof
发明人：DANG TAUN-PHAT; ROUSTAN ALAIN
权利人:RHODIA CHIMIE SA
摘要:The 4-hydroxyquinoline compounds and/or tautomers thereof, notably 4-hydroxy-5,7-dichchloroquinoline, are synthesized in very high yields by hydrolyzing/decarboxylating a 4-hydroxyquinolinecarboxylic acid ester in the presence of water, whether in liquid or vapor state, but in the absence of any catalyst for such reaction(s).

专利号:US-10407402-B1
优先权日:2019-02-13
标题:Method for synthesis of chalcogenophenes
发明人：HAN CHIEN-CHUNG; KARAPALA VAMSI KRISHNA
权利人:UNIV NAT TSING HUA
摘要:A method of forming a chalcogenophene compound of formula (I) includes reacting a compound of formula (II) with a chalcogenide salt in presence of a proton source. n nY is O, S, Se, Te or Po. R 1 is hydrogen, deuterium, an aliphatic, heteroaromatic, or aromatic group, or a precursor of a leaving group Z whose conjugate acid (HZ) has pK a less than 30. R 2 is hydrogen, deuterium, or an aliphatic, heteroaromatic, or aromatic group. R 1 and R 2 may be the same or different, and may joint together to form a saturated or unsaturated, heteroalicyclic or alicyclic ring. R 3 is, for example, alkyl, aryl, heteroaryl, organosilyl, organotin, or organogermyl. R 3 ′ is the same as R 3 or is hydrogen. X is a precursor of a leaving group X whose conjugate acid (HX) has a pK a of less than 30.

专利号:US-11976052-B2
优先权日:2019-01-11
标题:Leukotriene synthesis inhibitors
发明人：BURGOYNE DAVID L; DEBRUIN ERIN; FONAREV JULIA; YEE JAMES GEE KEN; LANGLANDS JOHN MICHAEL
权利人:NAEGIS PHARMACEUTICALS INC
摘要:Provided are specific leukotriene synthesis inhibitor compounds and pharmaceutical compositions comprising the compounds and methods of using the compounds and the pharmaceutical compositions in treating, for example, inflammatory diseases or conditions.

专利号:US-2002007067-A1
优先权日:1998-09-29
标 题 :Noncatalyzed synthesis of 4-hydroxyquinolines and/or tautomers thereof

专利号:US-2019127586-A1
优先权日:2016-04-08
标 题 :Intermediates and procedures for the synthesis of functional materials

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