Facile and simple synthesis of some new polyfunctionally heterocyclic derivatives incorporating 2-imino-2H-chromene moiety

被引:21
作者
El Azab, Islam H. [1 ]
El Rady, Eman A. [1 ]
机构
[1] S Valley Univ, Fac Sci, Dept Chem, Aswan, Egypt
关键词
SOLID-PHASE SYNTHESIS; COMBINATORIAL SYNTHESIS; ANTIANAPHYLACTIC AGENTS;
D O I
10.1002/jhet.716
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,2-Dihydro-2-imino-6-(2-imino-2H-chromen-3-yl)-1,4-diphenyl-pyridine-3-carbonitrile 4 has been synthesized and reacted with ethyl cyanoacetate to yield the new 5-amino-1,7-dihydro-2-(2-imino-2H-chromen-3-yl)-7-oxo-1,4-diphenyl-1,8-naphthyridine-6-carbonitrile 6, which consider a good and available starting intermediate for synthesis of series of functionalized chromenes. So, the compound 6 was utilized as a key for the synthesis of some new pyrimido[5,4-c][1,8]naphthyridinones, pyrido[2,3-c][1,6]naphthyridinones, triazolo[3',4':1,6]triazino][5,4-c][1,8]naphthyridinones, triazolo[2',3':1,6]pyrimido[4,5-c][1,8]naphthyridinones, triazepino[6,5-c][1,8]naphthyridinone, and triazino[5,4-c][1,8]naphthyridinones. The structures of these compounds were established by elemental analysis, IR, MS, and NMR spectral analysis. J. Heterocyclic Chem., (2012).
引用
收藏
页码:135 / 148
页数:14
相关论文
共 45 条
[1]   The condensation of active methylene reagents with salicylaldehyde:: Novel synthesis of chromene, azaanthracene, pyrano[3,4-c]chromene and chromeno[3,4-c]pyridine derivatives [J].
Abu Elmaati, TM ;
El-Taweel, FM ;
Elmougi, SM ;
Elagamey, A .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2004, 41 (05) :655-658
[2]  
Ahmed M. M. E., 2002, MOLECULES, V7, P756
[3]  
Ali TES, 2008, TURK J CHEM, V32, P365
[4]  
BACON ER, 1996, Patent No. 9628429
[5]  
Bowers W.S., 1985, COMPREHENSIVE INSECT, V8, P551
[6]   DISCOVERY OF INSECT ANTI-JUVENILE HORMONES IN PLANTS [J].
BOWERS, WS ;
OHTA, T ;
CLEERE, JS ;
MARSELLA, PA .
SCIENCE, 1976, 193 (4253) :542-547
[7]  
Brian D., 2006, BIOORG MED CHEM LETT, V16, P4237
[8]   New 4H-chromen-4-one and 2H-chromene derivatives as anti-picornavirus capsid-binders [J].
Conti, Cinzia ;
Desideri, Nicoletta .
BIOORGANIC & MEDICINAL CHEMISTRY, 2010, 18 (17) :6480-6488
[9]   Synthesis and antirhinovirus activity of new 3-benzyl chromene and chroman derivatives [J].
Conti, Cinzia ;
Desideri, Nicoletta .
BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (10) :3720-3727
[10]   Serendipitous acid-catalyzed rearrangement of 13-methoxy-1,6,8-trioxadispiro[4.1.5.3]pentadecane to 3-chroman-5-ylpropan-1-ol [J].
Dorta, RL ;
Martin, A ;
Suarez, E ;
Betancor, C .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (07) :2273-2274