通过酸介导的环收缩级联反应，从麦芽酚衍生的氧化吡喃鎓环加成物合成芳基取代的 2-甲氧基苯酚衍生物。
Synthesis of aryl-substituted 2-methoxyphenol derivatives from maltol-derived oxidopyrylium cycloadducts through an acid-mediated ring contraction cascade.
机构信息
Department of Chemistry, Brooklyn College, The City University of New York, Brooklyn, NY, USA.
出版信息
Chem Commun (Camb). 2020 Mar 14;56(21):3203-3205. doi: 10.1039/c9cc09213g. Epub 2020 Feb 18.
Abstract
Oxidopyrylium cycloadducts derived from maltol and aryl acetylenes undergo acid-mediated rearrangements to generate aryl-substituted 2-methoxyphenol (guaiacol) derivatives. Specifically, the cycloadducts react with boron trichloride to form 2-methoxy-5-arylphenol molecules, and with methane sulfonate to form 2-methoxy-4-aryl-6-methylphenol molecules.
摘要
氧化吡喃鎓环加成物衍生自麦芽酚和芳基乙炔，经酸介导的重排生成芳基取代的 2-甲氧基苯酚（愈创木酚）衍生物。具体而言，环加成物与三氯化硼反应形成 2-甲氧基-5-芳基苯酚分子，与甲烷磺酸反应形成 2-甲氧基-4-芳基-6-甲基苯酚分子。
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