INTRAMOLECULAR CYCLIZATION - SYNTHESIS OF 9-OXO-4H,9H-PYRROLO[1,2-A]THIENO[2,3-D]PYRIDINE AND 4-OXO-4H,9H-PYRROLO[1,2-A]THIENO[2,3-D]PYRIDINE - SYNTHESIS OF PYRROLO[1,2-A]THIENO[3,2-E][1,4]DIAZEPINE AND PYRROLO[1,2-A]THIENO[2,3-E][1,4]DIAZEPINE

被引:14
作者
DECROIX, B
MOREL, J
机构
[1] Laboratoire de chimie, U.E.R. des Sciences et des Techniques, Université du Havre, Le Havre, 76600
关键词
D O I
10.1002/jhet.5570280115
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of 1-(2- or 3-thienylmethyl)pyrrole and some derivatives are described from halogenomethylthiophenes. The intramolecular cyclisation of carboxylic acid 19 and 20 leads to pyrrolothienopyridines 22 and 23. On the other hand azide-aldehydes 29 and 30 in aqueous acid mixture gave the pyrrolo[1,2-alpha]thieno[3,2-e][1,4]diazepine and the pyrrolo[1,2-alpha]thieno[2,3-eI1,4]diazepine.
引用
收藏
页码:81 / 87
页数:7
相关论文
共 17 条
[1]  
ANDERSON HJ, 1957, CAN J CHEM, V35, P21
[2]  
BONG A, 1983, J HETEROCYCLIC CHEM, V20, P1565
[3]   A PRACTICAL SYNTHESIS OF 1,3,4,14B-TETRAHYDRO-2-METHYL-10H-PYRAZINO[1,2-A]PYRROLO[2,1-C][1,4]BENZODIAZEPINE (1-1) MALEATE [J].
BOYER, SK ;
FITCHETT, G ;
WASLEY, JWF ;
ZAUNIUS, G .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1984, 21 (03) :833-835
[4]   SIBIROMYCIN - ISOLATION AND CHARACTERIZATION [J].
BRAZHNIKOVA, MG ;
MESENTSEV, AS ;
KONSTANTINOVA, NV .
JOURNAL OF ANTIBIOTICS, 1972, 25 (11) :668-+
[5]   SYNTHESIS OF NOVEL IMIDAZO[1,2-A]PYRROLO[2,1-C][1,4]BENZODIAZEPINES AND PYRIMIDO[1,2-A]PYRROLO[2,1-C][1,4]BENZODIAZEPINES [J].
DUCEPPE, JS ;
GAUTHIER, J .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1985, 22 (02) :305-310
[6]  
FOURNARI P, 1963, B SOC CHIM FR, P488
[7]  
GREHN L, 1980, CHEM SCRIPTA, V16, P72
[8]  
JILALE A, 1987, CHEM SCRIPTA, V27, P417
[9]   STRUCTURE OF ANTHRAMYCIN [J].
LEIMGRUB, W ;
BATCHO, AD ;
SCHENKER, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (24) :5793-&
[10]   SYNTHESIS IN THE THIENOBENZOXAZEPINE SERIES - 1ST SYNTHESIS OF A DIETHIENOXAZEPINE [J].
MARCHAND, G ;
DECROIX, B ;
MOREL, J .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1984, 21 (03) :877-880