Selective activation of C-H bond into C=0 bond of phenols in para-position via aerobic oxidation

被引：10

作者：

Yang, Shilei ^{[1
]}

Xu, Guoqiang ^{[1
]}

Shi, Song ^{[2
]}

Xin, Hongchuan ^{[1
]}

Gao, Jin ^{[2
]}

An, Zengjian ^{[1
]}

机构：

[1] Chinese Acad Sci, Qingdao Inst Bioenergy & Bioproc Technol, Key Lab Biobased Mat, Qingdao 266101, Peoples R China

[2] Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian Natl Lab Clean Energy, Dalian 116023, Peoples R China

来源：

CATALYSIS COMMUNICATIONS | 2019年 / 123卷

关键词：

Selective activation; C-H bond; C=O bond; Phenols; Aerobic oxidation; AQUEOUS HYDROGEN-PEROXIDE; COPPER(II) CHLORIDE; H2O2-BASED OXIDATION; CATALYZED OXIDATION; 2,3,6-TRIMETHYLPHENOL; 2,3,5-TRIMETHYLBENZOQUINONE; TRIMETHYL-1,4-BENZOQUINONE; 2,3,5-TRIMETHYLPHENOL; BENZOQUINONES; ALKYLPHENOLS;

D O I：

10.1016/j.catcom.2019.02.017

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

An efficient method for the oxidation of phenols to 1,4-benzoquinones catalyzed by cuprous(I) chloride was achieved in a solution of acetonitrile and water using molecular dioxygen as an oxidant. Particularly, the inert phenols, such as phenol and mono-alkyl substituted phenols, were effectively oxidized to 1,4-benzoquinones via the selective activation of C-H bond in para-position into C=O bond under mild conditions. The catalyst shows high activity for unsubstituted or alkyl substituted phenols, but no effect on substituted phenols with electron withdrawing groups. This study offers an aerobic method for the selective oxidation of aromatic phenols to 1,4-benzoquinones.

引用

页码：105 / 108

页数：4

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