CAS: 269410-25-5; 2,6-Dimethyl-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-yl)Phenol

该化合物是一种碳酸衍生物,因其稳定性和反应性,广泛用于铃木-米亚乌拉的交叉组合反应. 酸酯组通过防止蛋白化和氧化,增强了储存寿命和处理能力. 该化合物在制药和农用化学合成中特别宝贵,其阻塞苯球结构有助于选择性地与卤化物结合. 其晶体固态形式确保了净化和储存的方便性. 该产品与温和反应条件的兼容性及其形成稳定中间体的能力使得它成为有机合成中构建复杂双子系统的可靠选择.

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CAS号2374-05-2 4-溴-2,6-二甲基苯酚 | CAS号25015-63-8 频那醇硼烷 | CAS号934826-20-7 (4-羟基-3,5-二甲基苯基)硼酸

合成工艺路线路线简述

    📜4-溴-2,6-二甲基苯酚置于[{pd(μ-Cl){κ2-P,C-P(Ipr)2(oc6H3-2-Ph)}}2],Sodium Acetate体系中,用 二氯甲烷,水,乙酸乙酯 用作溶剂,化学反应 6.0H,反应生成2,6-二甲基-4-(4,4,5,5-四甲基-1,3,2-二氧硼烷-2-yl)苯酚
    参考文献:Bedford-Type Palladacycle-Catalyzed Miyaura Borylation Of Aryl Halides With Tetrahydroxydiboron In Water
    标题:Bedford-Type Palladacycle-Catalyzed Miyaura Borylation Of Aryl Halides With Tetrahydroxydiboron In Water
    摘要:A Mild Aqueous Protocol For Palladium Catalyzed Miyaura Borylation Of Aryl Iodides,Aryl Bromides And Aryl Chlorides With Tetrahydroxydiboron (Bba) As A Borylating Agent Is Developed. The Developed Methodology Requires Low Catalyst Loading Of Bedford-Type Palladacycle Catalyst (0.05 Mol %) And Works Best Under Mild Reaction Conditions At 40 Degrees C In Short Time Of 6 H In Water. In Addition,Our Studies Show That For Miyaura Borylation Using Bba In Aqueous Condition,Maintaining A Neutral Reaction Ph Is Very Important For Reproducibility And Higher Yields Of Corresponding Borylated Products. Moreover,Our Protocol Is Applicable For A Broad Range Of Aryl Halides,Corresponding Borylated Products Are Obtained In Excellent Yields Up To 93% With 29 Examples Demonstrating Its Broad Utility And Functional Group Tolerance.
    Doi:10.1021/acs.Joc.7B02771

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    专利信息


    专利号:US-7122694-B2
    优先权日:1998-11-06
    标 题 :Hydroboronation process
    发明人:MARCUCCIO SEBASTIAN MARIO; RODOPOULOS MARY; WEIGOLD HELMUT
    权利人:BORON MOLECULAR PTY LTD
    摘要:The invention relates to processes for the synthesis of aryl or alkene borates which comprises reacting: (i) an olefinic compound having a halogen or halogen-like substituent in a vinylic substitution position, or (ii) an aromatic ring having a halogen or halogen-like substituent in a ring substitution position, with a disubstituted monohydroborane in the presence of a Group 8-11 metal catalyst. The invention also relates to the use of these borates in coupling reactions. The invention further relates to certain disubstituted monohydroboranes and aryl or alkene borates.

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    ✅ COA系统入驻 | 共享模式

    合成参考文献


    参考文献:10.1055/s-0029-1217114
    摘要:Cavaleiro J, Cunha A, Gomes A, Ferreira V, de Souza M, Neves M, Tomé A, Silva A. Synthesis of β-Arylporphyrins and Oligophenylenediporphyrins by the Suzuki-Miyaura Reaction. Synthesis. 2009 Nov 20;2010(03):510–4. doi: 10.1055/s-0029-1217114.
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