CAS: 93614-80-3; (E)-3-(M-Tolyl)Acrylaldehyde

该化合物是一种芳香的不饱和甲醚,其特征是其苯基环在元体位置被一个甲基组和α,β-不饱和甲醛功能组所取代,该化合物因其同质系统而对有机合成感兴趣,该合成系统加强了迈克尔添加物,狄尔斯-阿尔德反应和其他电光学或核循环变异的再活性.甲基代基体影响电子和静态特性,在合成应用中具有选择性.该化合物可用作香料,药品或精细化学品的前体.该化合物的稳定性和明确界定的结构使其适合研究和工业用途,特别是在专门中间体的开发方面.

结构式图片

物理性质

MSDS等安全信息

上下游产品

3-(3-methylphenyl)-2-propen-1-ol 3-(3-methylphenyl)propanal 3-Iodotoluene allyl alcohol 3-(3-tolyl)-oxirane-2-carbaldehyde (S)-3-(1-methyl-1H-pyrrol-2-yl)-3-m-tolylpropan-1-ol (S)-3-(1H-pyrrol-2-yl)-3-m-tolylpropan-1-ol

合成工艺路线路线简述

  • 869-29-4 = 93614-80-3
    反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Di-μ-Chlorobis(η3-2-Propenyl)Dipalladium,Rel-1,1′,1′′,1′′′-[(1R,2R,3S,4S)-1,2,3,4-Cyclopentanetetrayltetrakis(Methylene)]... Solvents: Dimethylformamide; 20 H,130 °C1.2 Reagents: Water
    标题:Direct Synthesis Of Cinnamaldehyde Derivatives By Reaction Of Aryl Bromides With 3,3-Diacetoxypropene Catalyzed By A Palladium-Tetraphosphine Complex
    作者:Berthiol,Florian; Doucet,Henri; Santelli,Maurice
    参考文献:Catalysis Letters 日期:2005 卷标:102(3-4) 页码:281-284]

    625-95-6 = 93614-80-3
    反应条件:1.1 Reagents: Potassium Carbonate,Potassium Chloride,Tetrabutylammonium Acetate Catalysts: Palladium Diacetate Solvents: Dimethylformamide; 2 H,90 °C1.2 Reagents: Hydrochloric Acid Solvents: Water
    标题:Discovery Of Novel Piperonyl Derivatives As Diapophytoene Desaturase Inhibitors For The Treatment Of Methicillin-,Vancomycin- And Linezolid-Resistant Staphylococcus Aureus Infections
    作者:Wei,Hanwen; Mao,Fei; Ni,Shuaishuai; Chen,Feifei; Li,Baoli; Et Al
    参考文献:European Journal Of Medicinal Chemistry 日期:2018 卷标:145 页码:235-251]

    625-95-6 = 93614-80-3
    反应条件:1.1 Reagents: Potassium Carbonate,Potassium Chloride,Tetrabutylammonium Acetate Catalysts: Palladium Diacetate Solvents: Dimethylformamide; 90 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; Rt; 30 Min,Rt
    标题:Site-Selective Deuteration At The α-Position Of Enals By An Amine And Bis(Phenylsulfonyl)Methane Co-Catalyzed H/d Exchange Reaction
    作者:Qian,Pengfei; Zhang,Shilei; Luo,Fan; Wang,Jiarui; Zhang,Xinyu; Et Al
    参考文献:Chemical Communications (Cambridge 日期:2022 卷标:58(81) 页码:11458-11461]

    2136-75-6 + 620-23-5 = 93614-80-3
    反应条件:1.1 Solvents: Tetrahydrofuran; 16 H,70 °C
    标题:Enantioselective Conjugate Addition Of Malonates To α,β-Unsaturated Aldehydes Catalysed By 4-Oxalocrotonate Tautomerase
    作者:Yu,Ming-Zhu; Chen,Kai-Yue; Zhang,Yi-Bin; Zhang,Chang-Xuan; Xiang,Zheng
    参考文献:Organic & Biomolecular Chemistry 日期:2023 卷标:21(10) 页码:2086-2090]

    75-27-4 + 100-80-1 = 93614-80-3
    反应条件:1.1 Reagents: Pentamethyldiethylenetriamine,Sodium Iodide,Oxygen Catalysts: Copper Hydroxide Solvents: Acetonitrile,Water; 24 H,80 °C; 80 °C -> Rt1.2 Reagents: Propylphosphonic Anhydride Solvents: Ethyl Acetate; Overnight,100 °C1.3 Solvents: Water; > 1 Min
    标题:Copper-Catalyzed Formylation Of Alkenyl C-H Bonds Using BrcHCL2 As A Stoichiometric Formylating Reagent
    作者:Bao,Yan; Wang,Gao-Yin; Zhang,Ya-Xuan; Bian,Kang-Jie; Wang,Xi-Sheng
    参考文献:Chemical Science 日期:2018 卷标:9(11) 页码:2986-2990]

    3333-20-8 = 93614-80-3
    反应条件:1.1 Reagents: 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone,Water,Oxygen Catalysts: Ferrous Chloride Solvents: 1,2-Dichloroethane; 2 H,60 °C
    标题:Iron-Facilitated Direct Oxidative C-H Transformation Of Allyl Arenes To Alkenyl Aldehydes
    作者:Wang,Teng; Xiang,Shi-Kai; Qin,Chong; Ma,Jun-An; Zhang,Li-He; Et Al
    参考文献:Tetrahedron Letters 日期:2011 卷标:52(25) 页码:3208-3211]

    30116-00-8 = 93614-80-3
    反应条件:1.1 Reagents: Diisobutylaluminum Hydride Solvents: Tetrahydrofuran,Hexane; 2 H,-78 °C; 2 H,-78 °C -> Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C
    标题:Transition Metal-Catalyzed Synthesis Of Pyrroles From Dienyl Azides
    作者:Dong,Huijun; Shen,Meihua; Redford,Joanne E.; Stokes,Benjamin J.; Pumphrey,Ashley L.; Et Al
    参考文献:Organic Letters 日期:2007 卷标:9(25) 页码:5191-5194]

    474235-85-3 + 620-23-5 = 93614-80-3
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Tetrahydrofuran; < 30 °C; 24 H,Rt1.2 Solvents: Water; Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; 60 Min,Rt
    标题:Development And Investigation Of An Organocatalytic Enantioselective [10+2] Cycloaddition
    作者:Mcleod,David; Izzo,Joseph A.; Joergensen,Danny K. B.; Lauridsen,Rune F.; Joergensen,Karl Anker
    参考文献:Acs Catalysis 日期:2020 卷标:10(18) 页码:10784-10793]

    2136-75-6 + 620-23-5 = 93614-80-3
    反应条件:1.1 Solvents: Toluene; 17 H,80 °C
    标题:Proline Bulky Substituents Consecutively Act As Steric Hindrances And Directing Groups In A Michael/conia-Ene Cascade Reaction Under Synergistic Catalysis
    作者:Putatunda,Salil; Alegre-Requena,Juan V.; Meazza,Marta; Franc,Michael; Rohal'Ova,Dominika; Et Al
    参考文献:Chemical Science 日期:2019 卷标:10(14) 页码:4107-4115]

    1099-45-2 + 620-23-5 = 93614-80-3
    反应条件:1.1 Solvents: Dichloromethane; 12 H,Rt1.2 Reagents: Diisobutylaluminum Hydride Solvents: Dichloromethane,Hexane; 15 Min,-78 °C; 90 Min,-78 °C1.3 Reagents: Water; -78 °C -> Rt1.4 Reagents: Sodium Hydroxide Solvents: Water; Rt1.5 Reagents: Water; Rt1.6 Reagents: Manganese Oxide (Mno2) Solvents: Dichloromethane; 4 H,Rt
    标题:Hidden Heptacyclic Chiral N-Acyl Iminium Ions: A New Entry To Enantioenriched Polycyclic Azepanes And Azocanes By Superacid-Promoted Intramolecular Pictet-Spengler Reaction
    作者:Reviriot,Yasmin; Michelet,Bastien; Beaud,Rodolphe; Martin-Mingot,Agnes; Guegan,Frederic; Et Al
    参考文献:Chemistry - A European Journal 日期:2022 卷标:28(25)]

    125616-93-5 = 93614-80-3
    反应条件:1.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; Rt1.2 Reagents: Sodium Thiosulfate Solvents: Water; Rt
    标题:Highly Regio- And Enantioselective Hydrogenation Of Conjugated α-Substituted Dienoic Acids
    作者:Liu,Xian; Liu,Song; Wang,Quanjun; Zhou,Gang; Yao,Lin; Et Al
    参考文献:Organic Letters 日期:2020 卷标:22(8) 页码:3149-3154]

    625-95-6 = 93614-80-3
    反应条件:1.1 Reagents: Potassium Carbonate,Potassium Chloride,Tetrabutylammonium Acetate Catalysts: Palladium Diacetate Solvents: Dimethylformamide; 3.5 H,90 °C; 90 °C -> Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; 10 Min,Rt
    标题:An Efficient Palladium-Catalyzed Synthesis Of Cinnamaldehydes From Acrolein Diethyl Acetal And Aryl Iodides And Bromides
    作者:Battistuzzi,Gianfranco; Cacchi,Sandro; Fabrizi,Giancarlo
    参考文献:Organic Letters 日期:2003 卷标:5(5) 页码:777-780]

    95416-60-7 = 93614-80-3
    反应条件:1.1 Reagents: Oxygen Catalysts: Potassium Carbonate,Palladium Diacetate,4,5-Diazafluoren-9-One Solvents: Dimethylformamide; 36 H,30 °C
    标题:General Palladium-Catalyzed Aerobic Dehydrogenation To Generate Double Bonds
    作者:Gao,Weiming; He,Zhiqi; Qian,Yong; Zhao,Jing; Huang,Yong
    参考文献:Chemical Science 日期:2012 卷标:3(3) 页码:883-886]

    29978-38-9 = 93614-80-3
    反应条件:1.1 Reagents: Trifluoromethanesulfonic Anhydride,Triphenylphosphine Oxide Solvents: Dichloromethane; 10 Min,0 °C1.2 Reagents: Triethylamine,Water Solvents: Dichloromethane; 1 H,Rt
    标题:Hendrickson Reagent Induced Rearrangement Of Aryl Propargyl Alcohols To α,β-Unsaturated Aldehydes
    作者:Moussa,Ziad; Aljuhani,Ateyatallah
    参考文献:Letters In Organic Chemistry 日期:2018 卷标:15(10) 页码:845-853]

    625-95-6 = 93614-80-3
    反应条件:1.1 Reagents: Sodium Bicarbonate,Tetrabutylammonium Chloride,Oxygen Catalysts: Palladium Diacetate Solvents: Dimethyl Sulfoxide,Dimethylformamide; 6 H,1 Atm,60 °C
    标题:Pd-Catalyzed Cascade Heck-Saegusa: Direct Synthesis Of Enals From Aryl Iodides And Allyl Alcohol
    作者:Liu,Jie; Zhu,Jin; Jiang,Hualiang; Wang,Wei; Li,Jian
    参考文献:Chemical Communications (Cambridge 日期:2010 卷标:46(3) 页码:415-417]

    2136-75-6 + 620-23-5 = 93614-80-3
    反应条件:1.1 Solvents: Toluene; Overnight,80 °C
    标题:Potent Inhibition Of Nicotinamide N-Methyltransferase By Alkene-Linked Bisubstrate Mimics Bearing Electron Deficient Aromatics
    作者:Gao,Yongzhi; Van Haren,Matthijs J.; Buijs,Ned; Innocenti,Paolo; Zhang,Yurui; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2021 卷标:64(17) 页码:12938-12963]

    620-23-5 = 93614-80-3
    反应条件:1.1 Catalysts: Chlorotrimethylsilane,Indium Triflate Solvents: Dichloromethane; 24 H,Rt
    标题:Rare Earth Triflates/chlorotrimethylsilane Induced Activation Of Triethylamine As A Latent Acetaldehyde Anion: A New Synthesis Of α,β-Unsaturated Aldehydes
    作者:Kagawa,Natsuko; Sasaki,Yoshiko; Kojima,Hideo; Toyota,Masahiro
    参考文献:Tetrahedron Letters 日期:2010 卷标:51(3) 页码:482-484]

    125616-93-5 = 93614-80-3
    反应条件:1.1 Reagents: Thionyl Chloride Solvents: Methanol; 2 H,Rt -> 65 °C1.2 Reagents: Diisobutylaluminum Hydride Solvents: Hexane; 65 °C -> -50 °C; 2.5 H,-50 °C1.3 Reagents: Manganese Oxide (Mno2) Solvents: Hexane,Ethyl Acetate; 1 - 4 H,Rt
    标题:Titanium-Catalyzed Intermolecular Hydroaminoalkylation Of Conjugated Dienes
    作者:Preuss,Till; Saak,Wolfgang; Doye,Sven
    参考文献:Chemistry - A European Journal 日期:2013 卷标:19(12) 页码:3833-3837]

    298-12-4 + 766-82-5 = 93614-80-3
    反应条件:1.1 Catalysts: Triphenylphosphine,1,3-Bis(Diphenylphosphino)Propane,Dichlorobis(Triphenylphosphine)Palladium Solvents: Dimethylformamide; 2 H,80 °C
    标题:Palladium-Catalyzed Hydroformylation Of Terminal Arylacetylenes With Glyoxylic Acid
    作者:Liu,Yang; Cai,Liangzhen; Xu,Sheng; Pu,Weiwen; Tao,Xiaochun
    参考文献:Chemical Communications (Cambridge 日期:2018 卷标:54(17) 页码:2166-2168]

    125616-93-5 = 93614-80-3
    反应条件:1.1 Reagents: Dipyridinium Dichromate Solvents: Dichloromethane; Rt
    标题:Synthesis And Evaluation Of Potent And Selective Human V1A Receptor Antagonists As Potential Ligands For Pet Or Spect Imaging
    作者:Fabio,Karine; Guillon,Christophe; Lacey,Carl J.; Lu,Shi-Fang; Heindel,Ned D.; Et Al
    参考文献:Bioorganic & Medicinal Chemistry 日期:2012 卷标:20(3) 页码:1337-1345

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参考DOI号:10.1021/acs.orglett.0c00915
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