Chemistry of Phosphorus Ylides: Part 46-Efficient Synthesis and Biological Evaluation of New Phosphorus, Sulfur, and Selenium Pyrazole Derivatives

被引:8
作者
Abd-El-Maksoud, Mansoura A. [1 ]
Khatab, Tamer K. [1 ]
Maigali, Soher S. [1 ]
Soliman, Fouad M. [1 ]
Hamed, Ahmed A. [2 ]
机构
[1] Natl Res Ctr, Organometall & Organometalloid Chem Dept, 33 El Buhouth St,POB 12622, Giza, Egypt
[2] Natl Res Ctr, Microbial Chem Dept, 33 El Buhouth St,POB 12622, Giza, Egypt
关键词
REAGENTS;
D O I
10.1002/jhet.3361
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carbaldehyde was allowed to react with different phosphorus, sulfur, and selenium reagents. The reaction products depend on the nature of the reagent and the condition of the reaction used. Treatment of the carbaldehyde with the active phosphacumulene ylides afforded the phosphoranylidene pyranopyrazoles. On the other hand, its reaction with the stable phosphonium ylides gave the oxaphosphetanes. Sulfidodithiaphosphetane pyrazole was generated from the reaction of Japanese reagent with the carbaldehyde. Selenido-oxaselenaphosphetane and dioxaphospholane pyrazoles were obtained from the reaction of the carbaldehyde with Woolin's reagent and phosphorus triamide, respectively. The antimicrobial screening of the synthesized compounds was also evaluated.
引用
收藏
页码:2883 / 2892
页数:10
相关论文
共 57 条
[1]  
Abd-El Maksoud M. A., 2016, PHARM CHEM, V8, P291
[2]  
Abd-El-Maksoud M. A., 2014, Research Journal of Pharmaceutical, Biological and Chemical Sciences, V5, P1550
[3]   Chemistry of Phosphonium Ylides. Part 39: Facile Synthesis of Aziridine, Pyridine, Pyrolotriazole Chromenones and Azaphosphinin Chromenones as Antitumor Agents [J].
Abd-El-Maksoud, Mansoura A. ;
Maigali, Soher S. ;
Soliman, Fouad M. .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2014, 51 (06) :1830-1837
[4]   Synthesis and molluscicidal activity of new chromene and pyrano[2,3-c]pyrazole derivatives [J].
Abdelrazek, Fathy M. ;
Metz, Peter ;
Kataeva, Olga ;
Jaeger, Anne ;
El-Mahrouky, Sherif F. .
ARCHIV DER PHARMAZIE, 2007, 340 (10) :543-548
[5]   Review: biologically active pyrazole derivatives [J].
Ansari, Anam ;
Ali, Abad ;
Asif, Mohd ;
Shamsuzzaman .
NEW JOURNAL OF CHEMISTRY, 2017, 41 (01) :16-41
[6]   ZUR KENNTNIS DES IMINS .3. PHOSPHIN-IMINIUM-CHLORIDE UND TRIPHENYLPHOSPHIN-IMIN [J].
APPEL, R ;
HAUSS, A .
CHEMISCHE BERICHTE-RECUEIL, 1960, 93 (02) :405-411
[7]   LOW-COORDINATED PHOSPHORUS-COMPOUNDS .24. THE 1ST ORGANODITHIOXOPHOSPHORANE [J].
APPEL, R ;
KNOCH, F ;
KUNZE, H .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1983, 22 (12) :1004-1005
[8]  
APPEL R, 1961, ALLGEM CHEM, V311, P240
[9]  
Armarego W. L. F., 1996, PURIFICATION LAB CHE, P544
[10]   The activation of Woollins' reagent. Isolation of pyridine stabilised PhPSe2 [J].
Ascherl, Laura ;
Nordheider, Andreas ;
Arachchige, Kasun S. Athukorala ;
Cordes, David B. ;
Karaghiosoff, Konstantin ;
Buehl, Michael ;
Slawin, Alexandra M. Z. ;
Woollins, J. Derek .
CHEMICAL COMMUNICATIONS, 2014, 50 (47) :6214-6216