PREPARATION OF POTENTIALLY BIOACTIVE AZA AND THIAZA POLYCYCLIC COMPOUNDS CONTAINING A BRIDGEHEAD NITROGEN ATOM - SYNTHESIS OF PYRROLO[1,2,3-DE]-1,4-BENZOTHIAZINE DERIVATIVES

被引:5
作者
ARMENISE, D
TRAPANI, G
ARRIVO, V
MORLACCHI, F
机构
[1] Dipartimento Farmaco-chimico, Università, Bari, 70126
关键词
D O I
10.1002/jhet.5570270601
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of some pyrrolo[1,2,3‐de]‐1,4‐benzothiazine derivatives by using a modified Bischler type cyclization of N‐(2,2‐diethoxyethyl)‐2H‐1,4‐benzothiazines as a crucial step is described. The alternative approach based on Friedel‐Crafts alkylation of the N‐(2‐chloroethyl)‐2H‐1,4‐benzothiazines is shown to be impractical due to the low yield obtained. Copyright © 1990 Journal of Heterocyclic Chemistry
引用
收藏
页码:1521 / 1525
页数:5
相关论文
共 18 条
[1]   SYNTHESIS OF APO-BETA-ERYTHROIDINE [J].
BLAKE, J ;
TRETTER, JR ;
JUHASZ, GJ ;
BONTHRON.W ;
RAPOPORT, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (17) :4061-&
[2]   1,4-BENZOTHIAZINES, DIHYDRO-1,4-BENZOTHIAZINES, AND RELATED-COMPOUNDS [J].
BROWN, C ;
DAVIDSON, RM .
ADVANCES IN HETEROCYCLIC CHEMISTRY, 1985, 38 :135-176
[3]  
CARELLI V, 1969, ANN CHIM-ROME, V59, P1050
[4]  
COHEN N, 1985, ADV DRUG RES, V14, P133
[5]  
DAHLGREN T, 1983, HETEROCYCLES, V20, P33
[6]   SYNTHESIS AND REACTIVITY OF 4-SUBSTITUTED-2,3-DIHYDROBENZO-1,4-THIAZINES [J].
FLORIO, S ;
LENG, JL ;
STIRLING, CJM .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1982, 19 (02) :237-240
[7]  
GRANDOLINI G, 1987, FARMACO, V42, P43
[8]  
HALLBERG A, 1982, HETEROCYCLES, V19, P75
[9]  
ISHIKAWA Y, 1984, CHEM PHARM BULL, V32, P438
[10]   PREPARATION OF HYDROGENATED AZEPINO[3,2,1-HI]INDOLES [J].
KATAYAMA, H ;
MAEDA, K ;
KANEKO, K .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1988, 25 (03) :937-942