CAS: 850567-47-4; 1-Methyl-2-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-yl)-1H-Pyrrole

该化合物是一种有机化合物,其独特结构特征为有机化合物,包括一个火球环和含有二氧基的二氧基动物,其存在具有芳香特性,有助于其潜在的再活性和稳定性.二氧乙醇组增强了该化合物在各种化学反应中的效用,特别是在有机体化学反应中的效用,该化合物可以作为合成更复杂分子的多功能建筑块.该化合物由于存在缺水性强(甲基和四甲基组)和极性(泡沫和氧)功能组,可能会表现出中度极极性.其溶性可能因溶剂不同而不同,但一般预计有机溶剂中会溶解.此外,该烟原子的存在还表明该化合物在交叉反应中的潜在用途,使其在合成有机化学中具有价值.应当将安全数据和处理预防措施视为与所有化学物质一起确保实验室安全使用.

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1072944-98-9 2124215-71-8 2377610-99-4

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ECHA物质C&L通报

上下游产品

N-Methylpyrrole 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 2,3-dimethyl-2,3-butane diol 2-chloro-1,3,2-benzodioxaborole2-([1,1'-biphenyl]-4-yl)-1-methyl-1H-pyrrole 2,8-dimethyl-5-(2-(1-methyl-1H-pyrrol-2-yl)phenyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 2,8-dimethyl-5-(3-(1-methyl-1H-pyrrol-2-yl)phenyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 2-(3,5-dimethoxyphenyl)-1-methyl-1H-pyrrole

合成工艺路线路线简述

  • 25015-63-8 + 96-54-8 = 850567-47-4 + 953040-54-5
    反应条件:1.1 Catalysts: 1-(2-Borylphenyl)-2,2,6,6-Tetramethylpiperidine Solvents: Chloroform; 5 H,Rt -> 80 °C
    标题:Metal-Free Catalytic C-H Bond Activation And Borylation Of Heteroarenes
    作者:Legare,Marc-Andre; Courtemanche,Marc-Andre; Rochette,Etienne; Fontaine,Frederic-Georges
    参考文献:Science (Washington 日期:2015 卷标:349(6247) 页码:513-516]

    25015-63-8 + 96-54-8 = 850567-47-4
    反应条件:1.1 Catalysts: Bis[(1,2,3,4,5-η)-1,2,3,4,5-Pentamethyl-2,4-Cyclopentadien-1-Yl](Tetrahydrofuran... Solvents: Octane; 24 H,80 °C
    标题:Ortho-Selective C-H Borylation Of Aromatic Ethers With Pinacol-Borane By Organo Rare-Earth Catalysts
    作者:Xue,Can; Et Al
    参考文献:Acs Catalysis 日期:2018 卷标:8(6) 页码:5017-5022]

    73183-34-3 + 96-54-8 = 850567-47-4
    反应条件:1.1 Catalysts: 4,5-Diazafluorene,Bis[(1,2,5,6-η)-1,5-Cyclooctadiene]Di-μ-Methoxydiiridium Solvents: Tetrahydrofuran; 2 Min,Rt1.2 12 H,40 °C
    标题:Iridium-Catalyzed Ligand-Controlled Remote Para-Selective C-H Activation And Borylation Of Twisted Aromatic Amides
    作者:Hoque,Emdadul Md; Et Al
    参考文献:Angewandte Chemie 日期:2022 卷标:61(27)]

    1802557-87-4 + 96-54-8 = 850567-47-4
    反应条件:1.1 Solvents: Toluene; 5 H,Rt -> 80 °C2.1 Solvents: Chloroform-D; 30 Min,20 °C
    标题:Metal-Free Catalytic C-H Bond Activation And Borylation Of Heteroarenes
    作者:Legare,Marc-Andre; Et Al
    参考文献:Science (Washington 日期:2015 卷标:349(6247) 页码:513-516]

    73183-34-3 + 96-54-8 = 850567-47-4 + 953040-54-5
    反应条件:1.1 Catalysts: 2346606-58-2; 18 H,100 °C
    标题:Catalytic C-H Borylation Using Iron Complexes Bearing 4,5,6,7-Tetrahydroisoindol-2-Ide-Based Pnp-Type Pincer Ligand
    作者:Kato,Takeru; Et Al
    参考文献:Chemistry - An Asian Journal 日期:2019 卷标:14(12) 页码:2097-2101]

    190386-37-9 + 25015-63-8 + 96-54-8 = 850567-47-4
    反应条件:1.1 Solvents: Hexamethylbenzene,Chloroform-D; 16 H,Rt -> 80 °C
    标题:Metal-Free Catalytic C-H Bond Activation And Borylation Of Heteroarenes
    作者:Legare,Marc-Andre; Et Al
    参考文献:Science (Washington 日期:2015 卷标:349(6247) 页码:513-516]

    76-09-5 + 96-54-8 = 850567-47-4 + 1278579-60-4 + 953040-54-5
    反应条件:1.1 Reagents: Triethylamine,Aluminum Chloride,2-Chloro-1,3,2-Benzodioxaborole Solvents: Dichloromethane; 20 °C1.2 192 H,20 °C1.3 Reagents: Triethylamine; 1 H,20 °C
    标题:Pinacol Boronates By Direct Arene Borylation With Borenium Cations
    作者:Del Grosso,Alessandro; Et Al
    参考文献:Angewandte Chemie 日期:2011 卷标:50(9) 页码:2102-2106]

    25015-63-8 + 96-54-8 = 850567-47-4 + 953040-54-5
    反应条件:1.1 Reagents: Triethylamine Catalysts: Borate(1-),[2-(Diethylamino)Phenyl]Trifluoro-,Hydrogen (1:1),(T-4)-; 2 H,80 °C
    标题:Metal-Free Borylation Of Heteroarenes Using Ambiphilic Aminoboranes: On The Importance Of Sterics In Frustrated Lewis Pair C-H Bond Activation
    作者:Legare Lavergne,Julien; Jayaraman,Arumugam; Misal Castro,Luis C.; Rochette,Etienne; Fontaine,Frederic-Georges
    参考文献:Journal Of The American Chemical Society 日期:2017 卷标:139(41) 页码:14714-14723]

    25015-63-8 + 96-54-8 = 850567-47-4 + 953040-54-5
    反应条件:1.1 Catalysts: Borate(1-),[2-(Diethylamino)Phenyl]Trifluoro-,Hydrogen (1:1),(T-4)-; 10 Min,Rt; 2 H,80 °C
    标题:Precatalysts And Process For The Metal-Free Functionalization Of Sp2 Carbons Using The Same
    参考文献:United States]

    25015-63-8 + 96-54-8 = 850567-47-4
    反应条件:1.1 Catalysts: [[1,3-Bis[2,6-Bis(1-Methylethyl)Phenyl]-2-Phenyl-1H-Imidazolium-4,5-Diyl]-1,2-Ph... Solvents: Methylcyclohexane; 16 H,80 °C
    标题:Nickel-Catalyzed C(Sp2)-H Borylation Of Arenes
    作者:Das,Arpan; Et Al
    参考文献:Organometallics 日期:2019 卷标:38(17) 页码:3286-3293]

    25015-63-8 + 96-54-8 = 850567-47-4
    反应条件:1.1 Catalysts: Sodium Tert-Butoxide,Bis(1,5-Cyclooctadiene)Nickel,1H-Imidazolium,1,3-Dicyclohexyl-,Chloride (1:1) Solvents: 1-Methylpyrrole; 20 H,80 °C
    标题:Nickel-Catalyzed Borylation Of Arenes And Indoles Via C-H Bond Cleavage
    作者:Furukawa,Takayuki; Et Al
    参考文献:Chemical Communications (Cambridge 日期:2015 卷标:51(30) 页码:6508-6511]

    73183-34-3 + 96-54-8 = 850567-47-4
    反应条件:1.1 Catalysts: [1,3-Bis(η2-Ethenyl)-1,1,3,3-Tetramethyldisiloxane](1,3-Dicyclohexyl-1,3-Dihydro... Solvents: Heptane; 20 H,100 °C
    标题:C-H Borylation By Platinum Catalysis
    作者:Furukawa,Takayuki; Et Al
    参考文献:Bulletin Of The Chemical Society Of Japan 日期:2017 卷标:90(3) 页码:332-342]

    73183-34-3 + 96-54-8 = 850567-47-4
    反应条件:1.1 Catalysts: [1,3-Bis(η2-Ethenyl)-1,1,3,3-Tetramethyldisiloxane](1,3-Dicyclohexyl-1,3-Dihydro... Solvents: Heptane; 20 H,100 °C
    标题:C-H Functionalization At Sterically Congested Positions By The Platinum-Catalyzed Borylation Of Arenes
    作者:Furukawa,Takayuki; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2015 卷标:137(38) 页码:12211-12214]

    76-09-5 + 96-54-8 = 850567-47-4
    反应条件:1.1 Reagents: Sodium Tert-Butoxide Catalysts: Bis[(1,2,5,6-η)-1,5-Cyclooctadiene]Di-μ-Methoxydiiridium,1H-Imidazolium,1,3-Dicyclohexyl-,Chloride (1:1); 5 Min,Rt1.2 Reagents: N,N-Bis(1-Methylethyl)Boranamine; 18 H,110 °C; 110 °C -> Rt1.3 Solvents: Tetrahydrofuran; 1.5 H,Rt
    标题:Iridium/n-Heterocyclic Carbene-Catalyzed C-H Borylation Of Arenes By Diisopropylaminoborane
    作者:Tobisu,Mamoru; Et Al
    参考文献:Beilstein Journal Of Organic Chemistry 日期:2016 卷标:12 页码:654-661]

    25015-63-8 = 850567-47-4
    反应条件:1.1 Solvents: Chloroform-D; 30 Min,20 °C
    标题:Metal-Free Catalytic C-H Bond Activation And Borylation Of Heteroarenes
    作者:Legare,Marc-Andre; Et Al
    参考文献:Science (Washington 日期:2015 卷标:349(6247) 页码:513-516]

    1802557-87-4 + 190386-37-9 + 96-54-8 = 850567-47-4
    反应条件:1.1 Solvents: Hexamethylbenzene,Chloroform-D; 16 H,Rt -> 80 °C2.1 Solvents: Chloroform-D; 30 Min,20 °C
    标题:Metal-Free Catalytic C-H Bond Activation And Borylation Of Heteroarenes
    作者:Legare,Marc-Andre; Et Al
    参考文献:Science (Washington 日期:2015 卷标:349(6247) 页码:513-516]

    1391927-78-8 = 850567-47-4
    反应条件:1.1 Reagents: (Dimethyl Sulfide)Trihydroboron Solvents: Toluene; 2 H,-80 °C; 1 H,-80 °C -> Rt; Overnight,Rt1.2 Reagents: Bromotrimethylsilane; 4 H,Rt2.1 Solvents: Toluene; 5 H,Rt -> 80 °C3.1 Solvents: Chloroform-D; 30 Min,20 °C
    标题:Metal-Free Catalytic C-H Bond Activation And Borylation Of Heteroarenes
    作者:Legare,Marc-Andre; Et Al
    参考文献:Science (Washington 日期:2015 卷标:349(6247) 页码:513-516]

    25015-63-8 + 96-54-8 = 850567-47-4 + 1218791-17-3
    反应条件:1.1 Catalysts: (T-4)-Bis[1,3-Dihydro-1,3-Bis(1-Methylethyl)-2H-Imidazol-2-Ylidene]Bis(2-Methyl-...; 5 Min,Rt1.2 48 H,80 °C
    标题:Cobalt-Catalyzed C-H Borylation Of Alkyl Arenes And Heteroarenes Including The First Selective Borylations Of Secondary Benzylic C-H Bonds
    作者:Jayasundara,Chathurika R. K.; Et Al
    参考文献:Organometallics 日期:2018 卷标:37(10) 页码:1567-1574]

    76-09-5 + 96-54-8 = 850567-47-4 + 953040-54-5
    反应条件:1.1 Reagents: Triethylamine,Aluminum Chloride,2-Chloro-1,3,2-Benzodioxaborole Solvents: Dichloromethane; 20 °C1.2 20 H,20 °C1.3 Reagents: Triethylamine; 1 H,20 °C
    标题:Pinacol Boronates By Direct Arene Borylation With Borenium Cations
    作者:Del Grosso,Alessandro; Et Al
    参考文献:Angewandte Chemie 日期:2011 卷标:50(9) 页码:2102-2106
📜N-甲基吡咯置于(1,5-Cyclooctadiene)(Methoxy)Iridium(I) Dimer,1,3-二环己基氯化咪唑,Sodium T-Butanolate体系中,用 甲基环己烷 作为反应溶剂,化学反应 5.5H,反应生成 N-甲基吡咯-2-硼酸频哪醇酯
参考文献:Iridium/n-Heterocyclic Carbene-Catalyzed C-h Borylation Of Arenes By Diisopropylaminoborane
标题:Iridium/n-Heterocyclic Carbene-Catalyzed C-h Borylation Of Arenes By Diisopropylaminoborane
摘要:芳烃的催化c-H硼化反应在有机合成中被广泛应用,因为它可以直接将多功能硼基引入简单的未官能化芳烃中.本文报道了在芳烃的c-H硼化反应中使用二异丙胺硼烷作为硼源.发现一种含有1,3-二环己基咪唑-2-基亚胺的铱(I)配合物能有效催化芳烃和杂环芳烃的硼化反应.所得的氨基硼化产物可以通过与适当的二醇或二胺处理简单地转化为相应的硼酸衍生物.
DOI:10.3762/bjoc.12.65

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参考文献:10.1055/a-1561-7953
摘要:Fontaine F, Desrosiers V. Boron Lewis Pair Mediated C–H Activation and Borylation. Synthesis. 2021 Nov 23;53(24):4599–613. doi: 10.1055/a-1561-7953.
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