Palladium-Catalyzed Oxidative C-C Bond Cleavage of α-Hydroxyketones: Application to C-H Acylation of Azoarenes and Synthesis of a Liver(X) Receptor Agonist

被引：7
|
作者：
Majhi, Biju [1 ]
Ahammed, Sabir [1 ]
Kundu, Debasish [1 ]
Ranu, Brindaban C. [1 ]
机构：
[1] Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, India
来源：
ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 4卷 / 02期
关键词：
acylation; azoarenes; C-H activation; oxidative C-C bond cleavage; palladium; DECARBOXYLATIVE ORTHO-ACYLATION; CARBON-CARBON BONDS; TOLUENE DERIVATIVES; OXOCARBOXYLIC ACIDS; DIRECT ACCESS; AZO-COMPOUNDS; ONE-POT; ACTIVATION; ALDEHYDES; KETONES;
D O I：
10.1002/ajoc.201402280
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Palladium-catalyzed oxidative C-C cleavage of alpha-hydroxyketones and 2-aryl acetophenones in the presence of tert-butyl hydrogen peroxide (TBHP) generates an acyl moiety, which promotes subsequent regioselective C-H acylation producing a series of ortho-acyl substituted symmetrical and unsymmetrical azoarenes. This protocol is successfully used for the synthesis of liver (X) receptor agonist.
引用
收藏
页码：154 / 163
页数：10
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