An efficient regioselective copper catalyzed multi-component synthesis of 1,3-disubstituted pyrazoles

被引:18
|
作者
Raghunadh, Akula [1 ]
Meruva, Suresh Babu [1 ]
Mekala, Ramamohan [1 ]
Rao, K. Raghavendra [1 ]
Krishna, Thalishetti [1 ]
Chary, R. Gangadhara [1 ]
Rao, L. Vaikunta [2 ]
Kumar, U. K. Syam [3 ]
机构
[1] Dr Reddys Labs Ltd, Custom Pharmaceut Serv, Technol Dev Ctr, Hyderabad 500049, Andhra Pradesh, India
[2] Gitam Univ, GIS, Dept Chem, Visakhapatnam, Andhra Pradesh, India
[3] Dr Reddys Labs Ltd, Integrated Prod Dev, Hyderabad 500049, Andhra Pradesh, India
关键词
Pyrazoles; Multicomponent reaction; Michael addition; Cu catalyst and Ullmann cross-coupling reaction; 1,3-DIPOLAR CYCLOADDITIONS; SUBSTITUTED PYRAZOLES; ARYLATION; STRAIGHTFORWARD; CYCLIZATION; CELECOXIB; ULLMANN;
D O I
10.1016/j.tetlet.2014.03.125
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient synthesis of unsymmetrically substituted 1,3-pyrazole derivatives has been developed via three-component coupling reaction involving 3-(dimethylamino)-1-phenylprop-2-en-1-one, hydrazine, and aryl halides in one pot process exhibiting high regioselectivity. The pyrazole synthesis proceeds via a sequential series of reactions such as Michael addition, heterocyclization, dehydration, and Ullmann cross-coupling. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2986 / 2990
页数:5
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