Cross Redox Coupling of Aryl-Aldehydes and p-Benzoquinone

被引:7
|
作者
Bose, Anima
Mal, Prasenjit [1 ]
机构
[1] NISER, Sch Chem Sci, Bhubaneswar 751005, Odisha, India
来源
JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 21期
关键词
C-H ACTIVATION; FISCHER INDOLE SYNTHESIS; CANNIZZARO REACTION; BOND ACTIVATION; ALCOHOLS; FUNCTIONALIZATION; ESTERIFICATION; METAL; SOLVENT; 1,4-BENZOQUINONES;
D O I
10.1021/acs.joc.5b02175
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, we report an unprecedented Cross Redox Coupling (CRC) reaction catalyzed by Cu(OAc)(2)center dot H2O. As a proof-of-concept, direct coupling of aromatic aldehydes (or alcohols) and p-benzoquinone led to an ester in the presence of the Cu(II)-TBHP combination. During the coupling process, the C-H bond of the aldehydes was converted directly to a C-O bond. Mechanistically, we propose that the reaction proceeded via a radical pathway. In addition, atom and electron economies were well-conserved during this CRC reaction.
引用
收藏
页码:11219 / 11225
页数:7
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