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Trichloroacetonitrile as an efficient activating agent for the ipso-hydroxylation of arylboronic acids to phenolic compounds

机译:三氯乙腈作为一种有效的活化剂,用于将芳基硼酸进行ipso-羟基化为酚类化合物

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摘要

A metal-free and base-free Cl3CCN mediated method was developed for the ipso-hydroxylation of aryl boronic acids to their corresponding phenols, which was promoted by a key unstable Lewis adduct intermediate. This transformation has broad functional group tolerance, and late-stage functionalization was successful as well. After simple investigation, two pathways (radical/ionic mechanism) were suggested, and the beneficial action of blue light needs to be further studied.
机译:开发了一种无金属和无碱的Cl3CCN介导的方法,用于将芳基硼酸进行ipso-羟基化成相应的酚,这是由关键的不稳定的Lewis加合物中间体促进的。这种转化具有广泛的官能团耐受性,后期官能化也很成功。经过简单的研究,提出了两种途径(自由基/离子机理),并且需要进一步研究蓝光的有益作用。

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  • 来源
    《Organic & biomolecular chemistry》 |2019年第32期|7558-7563|共6页
  • 作者单位

    Harbin Inst Technol, Sch Sci, Shenzhen 518055, Peoples R China|Harbin Inst Technol, Sch Chem & Chem Engn, MIIT Key Lab Crit Mat Technol New Energy Convers, Harbin 150001, Heilongjiang, Peoples R China;

    Harbin Inst Technol, Sch Sci, Shenzhen 518055, Peoples R China|Harbin Inst Technol, Sch Chem & Chem Engn, MIIT Key Lab Crit Mat Technol New Energy Convers, Harbin 150001, Heilongjiang, Peoples R China;

    Harbin Inst Technol, Sch Chem & Chem Engn, MIIT Key Lab Crit Mat Technol New Energy Convers, Harbin 150001, Heilongjiang, Peoples R China;

    Harbin Inst Technol, Sch Chem & Chem Engn, MIIT Key Lab Crit Mat Technol New Energy Convers, Harbin 150001, Heilongjiang, Peoples R China;

    Harbin Inst Technol, Sch Sci, Shenzhen 518055, Peoples R China|Harbin Inst Technol, Sch Chem & Chem Engn, MIIT Key Lab Crit Mat Technol New Energy Convers, Harbin 150001, Heilongjiang, Peoples R China;

    Jingchu Univ Technol, Hubei Key Lab Drug Synth & Optimizat, Jingmen 448000, Peoples R China;

    Jingchu Univ Technol, Hubei Key Lab Drug Synth & Optimizat, Jingmen 448000, Peoples R China|Harbin Inst Technol, Sch Sci, Shenzhen 518055, Peoples R China|Harbin Inst Technol, Sch Chem & Chem Engn, MIIT Key Lab Crit Mat Technol New Energy Convers, Harbin 150001, Heilongjiang, Peoples R China|Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China;

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