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Conversion of Simple Cyclohexanones into Catechols

delete2016-09-08
delete156
PRE
AI
Y
Yu‐Feng Liang
郦鑫耀 cover
郦鑫耀 (Xinyao Li)
X
Xiaoyang Wang
M
Miancheng Zou
唐从辉 cover
唐从辉 (Conghui Tang)
Y
Yujie Liang
S
Song Song
N
Ning Jiao *
DOI:10.1021/jacs.6b07269delete
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Abstract

Abstract

En 中文
A novel I-2-catalyzed direct conversion of cyclohexanones to substituted catechols under mild and simple conditions has been described. This novel transformation is remarkable with the multiple oxygenation and dehydrogenative aromatization processes enabled just by using DMSO as the solvent, oxidant, and oxygen source. This metal-free and simple system demonstrates a versatile protocol for the synthesis of highly valuable substituted catechols and therefore streamlines the synthesis and modification of biologically important molecules for drug discovery.
Keywords:
C-H HYDROXYLATION
CATALYZED AEROBIC DEHYDROGENATION
DIMETHYL-SULFOXIDE
CARBONYL-COMPOUNDS
SUBSTITUTED CYCLOHEXANONES
OXIDATIVE AROMATIZATION
MOLECULAR-OXYGEN
HYDROBROMIC ACID
FACILE SYNTHESIS
SELECTIVE METHOD
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Journal

Journal of the American Chemical Society cover
Journal of the American Chemical Society
IF:
15.6
Papers:
20.0W
Citations:
60.2W

Organization

P
peking university
Scholars:
11.7W
Papers: 8.7W
Citations: 146