SYNTHESIS OF ARENE OXIDE AND TRANS-DIHYDRODIOL METABOLITES OF QUINOLINE

被引：21

作者：

AGARWAL, SK

BOYD, DR

DAVIES, RJH

HAMILTON, L

JERINA, DM

MCCULLOUGH, JJ

PORTER, HP

机构：

[1] QUEENS UNIV BELFAST,DEPT BIOCHEM,BELFAST BT9 5AG,ANTRIM,NORTH IRELAND

[2] NIDDK,BIOORGAN CHEM LAB,BETHESDA,MD 20892

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 07期

关键词：

D O I：

10.1039/p19900001969

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Racemic samples of 5,6-epoxy-5,6-dihydroquinoline (2) (quinoline 5,6-oxide) and 7,8-epoxy-7,8-dihydroquinoline (4) (quinoline 7,8-oxide) have been synthesised by two methods from the corresponding dihydroquinoline precursors. trans-5,6-Dihydroquinoline-5,6-diol (3) and trans-7,8-dihydroquinoline-7,8-diol (5) were obtained both by multi-step synthetic routes from the corresponding dihydroquinolines and by the direct base-catalysed hydration of the corresponding arene oxides (2) and (4).

引用

页码：1969 / 1974

页数：6

共 15 条

[1] ARENE OXIDES AND TRANS-DIHYDRODIOLS OF QUINOLINE
AGARWAL, SK
BOYD, DR
PORTER, HP
JENNINGS, WB
GROSSMAN, SJ
JERINA, DM
[J]. TETRAHEDRON LETTERS, 1986, 27 (36) : 4253 - 4256
[2] NON-ENZYMATIC HYDRATION, AMINE ADDITION, AND OXIDATION REACTIONS OF AZA-ARENE OXIDES
BOYD, DR
DAVIES, RJH
DUNLOP, R
PORTER, HP
HAMILTON, L
MCCULLOUGH, JJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (03) : 163 - 165
[3] SYNTHESIS AND ABSOLUTE STEREOCHEMISTRY OF (+)-BENZ[A]ANTHRACENE AND (-)-BENZ[A]ANTHRACENE 8,9-OXIDE AND DERIVED MAMMALIAN LIVER METABOLITES OF BENZ[A]-ANTHRACENE
BOYD, DR
DAWSON, KA
GADAGINAMATH, GS
HAMILTON, JG
MALONE, JF
SHARMA, ND
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (01): : 94 - 97
[4] BOYD DR, UNPUB
[5] BOYD DR, 1985, CHEM HETEROCYCLIC 3, V42, P197
[6] BUSHMAN DR, 1988, J AM CHEM SOC, V111, P2688
[7] DONG M, 1978, CARCINOG COMPR SURV, V3, P97
[8] DONG M, 1978, J ANAL TOXICOL, V2, P2
[9] HAHN WE, 1964, ROCZNIKI CHEM, V38, P989
[10] HAHN WE, 1963, ROCZ CHEM, V37, P395

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