SYNTHESIS OF BENZ[B]INDOLIZINES AND RELATED COMPOUNDS

被引:8
作者
DALTON, LK
TEITEI, T
机构
[1] Division of Applied Chemistry, CSIRO Chemical Research Laboratories, Melbourne, VIC, 3001
关键词
D O I
10.1071/CH9691525
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ethyl 2-pyridylacetate reacted with p-benzoquinone and p-toluoquinone in acetic acid to give 3-hydroxy- and 1-methyl-3-hydroxy-10- ethoxycarbonylbenz[b]-indolizine respectively, while 1,4-naphthoquinone yielded the known 12-ethoxy-carbonyl-6,11-dioxo-6,11-dihydronaphth[2,3- b]indolizine. Ethyl 2-pyridylacetate reacted with 2-chlorocyclohexanone and 2-bromocyclohexane-1,3-dione to give small yields of 10- ethoxycarbonyl- and 10-ethoxycarbonyl-4-oxo-1,2,3,4-tetrahydrobenz- [b]indolizine respectively. © 1969, CSIRO. All rights reserved.
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页码:1525 / &
相关论文
共 6 条
[1]   MITOMYCIN ANTIBIOTICS . SYNTHETIC STUDIES .14. NENITZESCU INDOLE SYNTHESIS . FORMATION OF ISOMERIC INDOLES AND REACTION MECHANISM [J].
ALLEN, GR ;
PIDACKS, C ;
WEISS, MJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (11) :2536-&
[2]   PREPARATION OF INDOLIZINES FROM ETHYL 2-PYRIDYLACETATE [J].
BRAGG, DR ;
WIBBERLEY, DG .
JOURNAL OF THE CHEMICAL SOCIETY, 1962, (JUL) :2627-&
[3]  
KLINGSBERG E, 1961, PYRIDINE ITS DERIV 2, P19
[4]   REACTIONS OF NAPHTHOQUINONES WITH MALONIC ESTER AND ITS ANALOGS .2. REACTIONS WITH ACETOACETIC ESTER AND PYRIDINE OR QUINOLINE [J].
PRATT, EF ;
LUCKENBAUGH, RW ;
ERICKSON, RL .
JOURNAL OF ORGANIC CHEMISTRY, 1954, 19 (02) :176-182
[5]   *REAKTION VON 2-AMINOPYRIDIN MIT CHINONEN [J].
SCHMID, L ;
CZERNY, H .
MONATSHEFTE FUR CHEMIE, 1952, 83 (01) :31-35
[6]   SYNTHESIS AND REACTIONS OF DI-HYDROBENZ[B]INDOLIZINES AND TETRA-HYDROBENZ[B]INDOLIZINES [J].
TEITEI, T ;
DALTON, LK .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1969, 22 (05) :997-&