SUBSTITUTED 1-(2(1)-AMINOVINYL)PYRROLES AND PYRROLO[1,2-A]PYRAZINES FROM THE REACTION OF A PYRAZOLIUM METHANIDE 1,3-DIPOLE WITH DIALKYL ACETYLENEDICARBOXYLATES - A 1,2-CARBON TO NITROGEN REARRANGEMENT IN THE PYRAZOLE SYSTEM

被引:3
作者
BUTLER, RN
GAVIN, HA
CUNNINGHAM, D
MCARDLE, P
机构
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 08期
关键词
D O I
10.1039/p19930000883
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of 1-ethoxycarbonylmethyl-2,3,4,5-tetraarylpyrazolium salts with base in the presence of dialkyl acetylenedicarboxylates provides a new route to substituted 1-(2(1)-aminovinyl)pyrroles and pyrrolo[1,2-a]pyrazines.
引用
收藏
页码:883 / 884
页数:2
相关论文
共 10 条
[1]   SYNTHESES OF FUSED AROMATIC HETEROCYCLES BY 1,3-DIPOLAR ADDITION REACTIONS . 1,3A-DIAZAPENTALENES [J].
BOEKELHEIDE, V ;
FEDORUK, NA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (14) :3830-+
[2]   EXTENDED TANDEM REACTIONS OF 2H-1,2,3-TRIAZOLE N-OXIDES WITH DIALKYL ACETYLENEDICARBOXYLATES AND N-PHENYLMALEIMIDE - SUBSTITUTED MONOCYCLIC 2,5-DIHYDRO-1,2,3-TRIAZINES AND NEW TETRAHYDROFURO[2,3-D]-1,2,3-TRIAZOLES - AZOLIUM 1,3-DIPOLES .5. [J].
BUTLER, RN ;
CUNNINGHAM, D ;
MARREN, EG ;
MCARDLE, P .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (12) :3321-3326
[3]   AZAPROPELLANES - NEW FUSED TETRA-AZATRIAZOLO[N.3.3.01,X]-DODECENES AND TRIDECENES - SUBSTITUTED 3,3A,4,5,6,6A-HEXAHYDROPYRROLO[2,3-D]-1,2,3-TRIAZOLES FROM A GENERAL TANDEM CYCLOADDITION-REARRANGEMENT REACTION OF 1,2,3-TRIAZOLIUM IMIDES WITH SUBSTITUTED ALKENES - KINETICS AND MECHANISM - AZOLIUM 1,3-DIPOLES .3. [J].
BUTLER, RN ;
EVANS, AM ;
GILLAN, AM ;
JAMES, JP ;
MCNEELA, EM ;
CUNNINGHAM, D ;
MCARDLE, P .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (09) :2537-2544
[4]  
JOHNSON CK, 1971, ORTEP ORNL19653794
[5]   BRIDGEHEAD NITROGEN SYSTEMS .10. CYCLOADDITIONS WITH THIAZOLIUM N-YLIDES [J].
POTTS, KT ;
CHOUDHURY, DR ;
WESTBY, TR .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (02) :187-191
[6]  
Sheldrick G.M., 1986, SHELX86 COMPUTER PRO
[7]  
SHELDRICK GM, 1986, SHELX76 COMPUTER PRO
[8]   REACTION OF 3,4-BIS(ETHOXYCARBONYL)-1,2,5-OXADIAZOLE 2-OXIDE WITH OLEFINS [J].
SHIMIZU, T ;
HAYASHI, Y ;
TERAMURA, K .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (18) :3053-3058
[9]   REACTION OF 3,4-DISUBSTITUTED 1,2,5-OXADIAZOLE 2-OXIDES WITH DIPOLAROPHILES - SUBSTITUENT AND SOLVENT EFFECT ON THE REACTION COURSES [J].
SHIMIZU, T ;
HAYASHI, Y ;
TANIGUCHI, T ;
TERAMURA, K .
TETRAHEDRON, 1985, 41 (04) :727-738
[10]  
YOO KH, 1991, HETEROCYCLES, V32, P253