STUDIES ON DIMETHYLHYDRAZONES OF HETEROARYL ALDEHYDES - THE REACTIVITY OF 2-FORMYLFURAN, 2-FORMYLTHIOPHENE AND 1-METHYL-2-FORMYLPYRROLE N,N-DIMETHYLHYDRAZONES WITH METHYL PROPIOLATE AND DIETHYL AZODICARBOXYLATE

被引:13
作者
ABARCA, B
BALLESTEROS, R
GONZALEZ, E
SANCHO, P
SEPULVEDA, J
SORIANO, C
机构
[1] Departamento de Química Orgánica, Facultad de Farmacia, Universidad de Valencia, 46010 Valencia
关键词
D O I
10.3987/COM-90-5477
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The title hydrazones react with methyl propiolate giving the new 2-heteroarylpyridines (4,5 and 6).The reaction with diethyl azodicarboxylate gives 1:1 Michael adducts except with formylthiophene hydrazone that gives the compound (14) a novel type of 1:1 adduct. © 1990.
引用
收藏
页码:1811 / 1817
页数:7
相关论文
共 19 条
[1]   CYCLOADDITION REACTIONS OF 3-VINYLTHIOPHEN [J].
ABARCA, B ;
BALLESTEROS, R ;
ENRIQUEZ, E ;
JONES, G .
TETRAHEDRON, 1987, 43 (01) :269-274
[2]   CYCLOADDITION REACTIONS - A NEW TYPE OF CYCLOADDUCT FROM A SUBSTITUTED 2-VINYLTHIOPHEN AND DMAD [J].
ABARCA, B ;
BALLESTEROS, R ;
SORIANO, C .
TETRAHEDRON, 1987, 43 (05) :991-998
[3]   CYCLO-ADDITION REACTIONS OF 2-VINYLTHIOPHEN [J].
ABARCA, B ;
BALLESTEROS, R ;
ENRIQUEZ, E ;
JONES, G .
TETRAHEDRON, 1985, 41 (12) :2435-2440
[4]   SYNTHESIS OF NOR-ANATOXIN-A AND ANATOXIN-A [J].
CAMPBELL, HF ;
EDWARDS, OE ;
KOLT, R .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1977, 55 (08) :1372-1379
[5]   REACTION OF 2-ARYLTROPANES WITH DIETHYL AZODICARBOXYLATE [J].
CLARKE, RL ;
GAMBINO, AJ ;
HECKELER, ML .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (24) :4589-4593
[6]   On new compounds and fissions of azo-dicarbonic acid [J].
Diels, O ;
Paquin, M .
BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1913, 46 :2000-2013
[7]   Information on azodicarbonic acid ester. [J].
Diels, O ;
Fritzsche, P .
BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1911, 44 :3018-3027
[8]  
GONZALEZ ME, 1988, HETEROCYCLES, V27, P1227
[9]  
HUISGEN H, 1954, LIEBIGS ANN CHEM, P590
[10]   DIE ADDUKTE PRIMARER UND SEKUNDARER AMINE AN CARBONESTER DER ACETYLENREIHE UND IHRE KONFIGURATION [J].
HUISGEN, R ;
HERBIG, K ;
SIEGL, A ;
HUBER, H .
CHEMISCHE BERICHTE-RECUEIL, 1966, 99 (08) :2526-&