An efficient and facile synthesis of new tetracyclic fused pyrazolo[4,3-c][1,2,4]triazino[4,5-a]quinolin-4(5H)-ones

被引:0
作者
Mohsen A.-M. Gomaa
Huda A. Ali
机构
[1] Minia University,Department of Chemistry, Faculty of Science
来源
Molecular Diversity | 2018年 / 22卷
关键词
Pyrazolo[4,3-; ][1,2,4]triazino[4,5-; ]quinolone; Amidrazone; (1,5-dihydro-3-methyl-5-oxo-1-phenyl-4; -pyrazol-4-ylidene)propanedinitrile; Dearomatization;
D O I
暂无
中图分类号
学科分类号
摘要
Reaction of amidrazones 1a–1i with (1,5-dihydro-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-ylidene)propanedinitrile (2) in ethyl acetate solution in one-step reaction led to the formation of unprecedented pyrazolo[4,3-c][1,2,4]triazino[4,5-a]quinolin-4(5H)-ones 3a–3g along with pyrazolo[4,3-c][1,2,4]triazino[4,5-a]quinolin-12b-oles 3h–3m in moderate to excellent yields. These novel heterocycles were formed via a Michael addition reaction followed by intramolecular cyclization via a dearomatization process.
引用
收藏
页码:969 / 977
页数:8
相关论文
共 132 条
[1]  
Abdel-Rahman RM(1991)Synthesis and anti human immune virus activity of some new fluorine containing substituted-3-thioxo-1,2,4-triazin-5-ones Farmaco 46 379-389
[2]  
Sidwell RW(1968)In vivo antiviral properties of biologically active compounds. II. Studies with influenza and vaccinia viruses Appl Microbiol 16 370-392
[3]  
Dixon GJ(1994)Synthesis of some new 1,6-dihydro-3-substituted- 6-spiro(9′-fluorine)-1,2,4-Triazine-5-(4H)ones as potential Anti HIV and Anti cancer drugs Pharmazie 49 729-733
[4]  
Sellers SM(1994)Synthesis of some new heterobicyclic compounds containing spiro-1,2,4-triazin e moiety as potential anti-HIV and anticancer agents Pharmazie 49 811-814
[5]  
Schable FM(2005)Synthesis of heterobicyclic nitrogen systems bearing a 1,2,4-triazine moiety as anticancer drugs Phosphorus Sulfur Silicon 173 2055-2071
[6]  
Abdel-Rahman RM(2001)Synthesis of heterobicyclic nitrogen systems bearing the 1,2,4-triazine moiety as anti-HIV and anticancer drugs Pharmazie 56 376-383
[7]  
Seada M(1992)Synthesis of new fluorine bearing trisubstituted 3-thioxo-1,2,4-triazin-5-ons as potential anticancer agents Farmaco 47 319-326
[8]  
Fawzy M(1993)Synthesis and anti-cancer anti human immune virus activities of some new thioether bearing a 1,2,4-triazine-3-hydrazones Farmaco 48 397-406
[9]  
El-Baz I(2009)Synthesis, chemical reactivity and fungicidal activity of pyrido[1,2-b][1,2,4]triazine derivatives J Braz Chem Soc 20 1275-1286
[10]  
Abdel-Rahman RM(2008)Synthesis and antifungal activity of novel polyheterocyclic compounds containing fused 1,2,4-triazine moiety ARKIVOC 21 202-215