Reaction of Enaminones with Aminopyrazoles： Synthesis,Structures and Bioactivities of 7-Aryl-3-cyano-2-substituted Pyrazolo[1,5-a]pyrimidines  

作　　者：文丽荣 王书文 李明 杨华铮 

机构地区：[1]College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao, Shandong 266042, China [2]State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071, China

出　　处：《Chinese Journal of Chemistry》2005年第9期1231-1235,共5页中国化学（英文版）

基　　金：Project supported by the National Natural Science Foundation of China （No. 20172031） and the Natural Science Foundation of Shandong Province （No. Y2003B01）.

摘　　要：The condensation reactions of 5-amino-4-cyano-3-substituted-1H-pyrazole 2 or 3 with enaminones 1 in the presence of glacial acetic acid gave twelve new 7-aryl-3-cyano-2-substituted pyrazolo[1,5-a]pyrimidines 4 and 5 at room temperature. Their structures were characterized by elemental analysis, IR and 1H NMR. The structure of 4a was further confirmed by X-ray crystallography analysis. A plausible reaction mechanism for the formation of the title compounds was also proposed. The bioassay tests showed that compounds 4a, 4e, 4e, 4f, 5a and 5d possessed moderate herbicidal activity.The condensation reactions of 5-amino-4-cyano-3-substituted-1H-pyrazole 2 or 3 with enaminones 1 in the presence of glacial acetic acid gave twelve new 7-aryl-3-cyano-2-substituted pyrazolo[1,5-a]pyrimidines 4 and 5 at room temperature. Their structures were characterized by elemental analysis, IR and 1H NMR. The structure of 4a was further confirmed by X-ray crystallography analysis. A plausible reaction mechanism for the formation of the title compounds was also proposed. The bioassay tests showed that compounds 4a, 4e, 4e, 4f, 5a and 5d possessed moderate herbicidal activity.

关 键 词：pyrazolo[1 5-a]pyrimidine ENAMINONE SYNTHESIS mechanism single crystal 

分 类 号：O626.321[理学—有机化学]