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Synthesis of aryl-substituted 2-methoxyphenol derivatives from maltol-derived oxidopyrylium cycloadducts through an acid-mediated ring contraction cascade.
Chemical Communications ( IF 4.3 ) Pub Date : 2020-02-18 , DOI: 10.1039/c9cc09213g
Lauren P Bejcek 1 , Ryan P Murelli
Affiliation  

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.

中文翻译:

通过酸介导的环收缩级联从麦芽酚衍生的氧化吡咯鎓环加合物合成芳基取代的 2-甲氧基苯酚衍生物。

源自麦芽酚和芳基乙炔的氧化吡咯鎓环加合物经过酸介导的重排,生成芳基取代的 2-甲氧基苯酚(愈创木酚)衍生物。具体地,环加合物与三氯化硼反应形成2-甲氧基-5-芳基苯酚分子,并与甲磺酸酯反应形成2-甲氧基-4-芳基-6-甲基苯酚分子。
更新日期:2020-03-12
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