Site-Selective Iron(III) Chloride-Catalyzed Arylation of 4-Aryl-4-methoxy-2,5-cyclohexadienones for the Synthesis of Polyarylated Phenols

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• 作者：Yoshinari Sawama ; Masahiro Masuda ; Ryosuke Nakatani ; Hiroki Yokoyama ; Yasunari Monguchi ; Toshifumi Dohi ; Yasuyuki Kita and Hironao Sajiki
• 刊名：Advanced Synthesis & Catalysis
• 出版年：2016
• 出版时间：December 7, 2016
• 年：2016
• 卷：358
• 期：23
• 页码：3683-3687
• 全文大小：512K
• ISSN：1615-4169

文摘

The iron(III) chloride-catalyzed Friedel–Crafts arylation of 4-aryl-4-methoxy-2,5-cyclohexadienones, which were easily prepared by the phenyliodine(III) diacetate (PIDA)-mediated oxidation of 4-arylphenols in methanol, proceeded site-selectively to form meta-terphenyl (2,4-diarylphenol) derivatives in good yields. The subsequent PIDA-mediated oxidation and iron(III) chloride-catalyzed Friedel–Crafts arylation of the resulting products gave the corresponding 2,4,6-triarylphenol derivatives. The present method provides useful highly substituted polyarylated compounds.