Iodine-catalyzed tandem oxidative aromatization for the synthesis of meta-substituted alkoxybenzenes

被引:2
|
作者
Jiang, Dahong [1 ]
Jia, Xicheng [2 ]
Zhang, Shuhua [1 ]
Zhang, Zhihua [3 ]
Li, Lei [3 ]
Qiao, Yanhui [1 ]
机构
[1] Guangdong Univ Petrochem Technol, Sch Chem, Maoming, Peoples R China
[2] Korea Univ, Coll Engn, Dept Chem & Biol Engn, Seoul, South Korea
[3] Guangdong Univ Petrochem Technol, Sch Chem Engn, Maoming, Peoples R China
关键词
Iodine catalyst; Tandem oxidative aromatization; m-Substituted alkoxybenzenes; One-pot; ONE-POT; PHENOLS; CONVERSION;
D O I
10.1016/j.tet.2021.132219
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A rapid method for the synthesis of meta-substituted alkoxybenzenes is achieved by oxidation of cyclohexenones. This one-pot transformation is catalyzed by molecular iodine with DDQ as an oxidant in the presence of alcohols. Diverse cyclohexenones with aryl or alkyl substitutes are well tolerated to the mild oxidative conditions affording desired products in up to 92% yield. These oxidizing processes were applicable to the efficient synthesis of useful meta-substituted phenolic products which are difficult to obtain by traditional electrophilic substitutions. (C) 2021 Elsevier Ltd. All rights reserved.
引用
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页数:4
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