Efficient Copper-Catalyzed Coupling Reaction for the Synthesis of Benzo[4,5]imidazo[1,2-b]pyrazoles

被引:1
作者
Cui, Tao [1 ]
Li, Congxiang [1 ]
Li, Ming [1 ]
Wen, Lirong [1 ]
机构
[1] Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, State Key Lab Base Ecochem Engn, Qingdao 266042, Peoples R China
基金
中国国家自然科学基金;
关键词
copper catalysis; C-N coupling reaction; heterocyclic ketene aminals; benzo[4,5]imidazo[1,2-b]pyrazoles; HETEROCYCLIC KETENE AMINALS; SOLVENT-FREE; REGIOSELECTIVE SYNTHESIS; BETA-KETOTHIOAMIDES; TANDEM REACTIONS; CASCADE REACTION; N-ARYLATIONS; C-N; ARYL;
D O I
10.6023/cjoc201612029
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A fast and efficient CuI-catalyzed intramolecular C-N coupling reaction of N-(2-bromoary1)-1H-pyrazol-5-amines to synthesize benzo[4,5]imidazo[1,2-b]pyrazoles has been developed from N-(2-bromoaryl)-thioacetanilides. A series of benzo[4,5]imidazo[1,2-b]pyrazoles were obtained in excellent yields with CuI/heterocyclic ketene aminals catalytic system in the presence of Cs2CO3 in dimethyl sulfoxide (DMSO) at 120 degrees C within 10 min. The reaction provides an fast and efficient protocol to access a series of benzo[4,5]imidazo[1,2-b]pyrazoles in good to high yields.
引用
收藏
页码:1487 / 1493
页数:7
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