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

被引:8
作者
Abu Elmaati, TM [1 ]
El-Taweel, FM
Elmougi, SM
Elagamey, A
机构
[1] Fac Appl Arts, Dumyat, Egypt
[2] Fac Sci, Dept Chem, New Demietta, Egypt
关键词
D O I
10.1002/jhet.5570410502
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
On heating of the cyanoacetic acid cyclopentylidene hydrazide I with salicylaldehyde in the presence of bases the azaanthracene derivative 6 was formed. Also, reaction of 3 with malononitrile and ketones 10a,b afforded the pyrano[3,4-c]chromene 9 and chromeno[3,4-c]pyridine 11 respectively. A mechanism for these reactions is proposed.
引用
收藏
页码:655 / 658
页数:4
相关论文
共 8 条
[1]   3-(phenylhydrazono)-indan-1-one and 2-dimethylaminomethylene-3-(phenylhydrazono)-indan-1-one as useful synthons for the construction of new heterocyclic systems [J].
Abu Elmaati, TM ;
Said, SB ;
Abu Elenein, NS ;
Khodeir, NM ;
Sofan, MM .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2003, 40 (03) :481-486
[2]  
Abu Elmaati TM, 2002, ACTA CHIM SLOV, V49, P721
[3]  
AYAD SN, 1995, AN CHIM, V91, P711
[4]  
CZERNEY P, 1981, Z CHEM, V21, P408
[5]   Studies with enaminones:: Synthesis of new coumarin-3-yl azoles, coumarin-3-yl azines, coumarin-3-yl azoloazines, coumarin-3-yl pyrone and coumarin-2-yl benzo[b]furans [J].
El-Taweel, FMAA ;
Elnagdi, MH .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2001, 38 (04) :981-984
[6]  
MATEI S, 1982, REV CHIM BUCHAREST, V33
[7]   ZUR KENNTNIS AROMATISCHER 1,3-DIALDEHYDE - REAKTIONEN DES 5-METHOXY-6-HYDROXY-ISOPHTHALALDEHYDS [J].
PROFFT, E ;
STUHMER, K .
ARCHIV DER PHARMAZIE UND BERICHTE DER DEUTSCHEN PHARMAZEUTISCHEN GESSELSCHAFT, 1967, 300 (01) :1-&
[8]  
SHEURMANN H, 1975, Patent No. 2415661