DIETHYL ACETONEDICARBOXYLATE - A PRECURSOR FOR THE SYNTHESIS OF NEW SUBSTITUTED 4-AMINOQUINOLINES AND FUSED 4-AMINOPYRIDINES

被引:15
作者
CHARVAT, T
POTACEK, M
MAREK, J
机构
[1] MASARYK UNIV,DEPT ORGAN CHEM,CR-61137 BRNO,CZECH REPUBLIC
[2] MASARYK UNIV,DEPT INORGAN CHEM,CR-61137 BRNO,CZECH REPUBLIC
来源
MONATSHEFTE FUR CHEMIE | 1995年 / 126卷 / 03期
关键词
CYCLIZATION; ENAMINES; ENAMINONITRILES; TIN(IV)CHLORIDE;
D O I
10.1007/BF00816102
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reaction of cyclic enaminonitriles 1 with diethyl acetonedicarboxylate (2) affords fused 4-amino-3-ethoxycarbonyl-2-ethoxycarbonylmethyl-pyridines 4. The course of the reaction and the yield of cyclic products were promoted by tin(IV)chloride. N-substituted diethyl 3-aminoglutaconates 3 seem to be intermediates of the cyclization reaction.
引用
收藏
页码:333 / 340
页数:8
相关论文
共 14 条
[1]   ADDUCTS OF GROUP 4 TETRAHALIDES AND BETA-DIKETONES [J].
ALLRED, AL ;
THOMPSON, DW .
INORGANIC CHEMISTRY, 1968, 7 (06) :1196-&
[2]   HETEROCYCLEN AUS CH-ACIDEN NITRILEN .9. UBER DIE REAKTION VON ALPHA-HYDROXY-KETONEN MIT MALODINITRIL [J].
GEWALD, K .
CHEMISCHE BERICHTE-RECUEIL, 1966, 99 (03) :1002-&
[3]   2-AMINO-THIOPHENE AUS METHYLENAKTIVEN NITRILEN CARBONYLVERBINDUNGEN UND SCHWEFEL [J].
GEWALD, K ;
SCHINKE, E ;
BOTTCHER, H .
CHEMISCHE BERICHTE-RECUEIL, 1966, 99 (01) :94-&
[4]  
JOHNSON CK, 1971, ORNL3794 REP
[5]  
LALEZARI I, 1978, J HETEROCYCLIC CHEM, V16, P603
[6]   Information on o-amido-benzonitrile. [J].
Reissert, A ;
Grube, F .
BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1909, 42 :3710-3721
[7]   PREPARATION OF ALPHA,BETA-DEHYDRO-BETA-AMINO ACID-DERIVATIVES BY TIN-PROMOTED ADDITION OF MALONATES TO SIMPLE NITRILES [J].
SCAVO, F ;
HELQUIST, P .
TETRAHEDRON LETTERS, 1985, 26 (22) :2603-2606
[8]  
SHELDRICK GM, 1986, SHELX86 PROGRAM STRU
[9]  
SHELXRICK GM, 1976, SHELX76 PROGRAM STRU
[10]  
STORHOFF BN, 1977, COORDIN CHEM REV, V1, P23