THE SYNTHESES OF 4B,5A-DIHYDRODIBENZ[3,4-5,6]ANTHRA[1,2-B]OXIRENE AND 4B,5A-DIHYDRO-5H-DIBENZ[3,4-5,6]ANTHRA[1,2-B]AZIRINE

被引：5
|
作者：
ABUSHQARA, E
BLUM, J
机构：
[1] Department of Organic Chemistry, The Hebrew University of Jerusalem, Jerusalem
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 1991年 / 28卷 / 02期
关键词：
D O I：
10.1002/jhet.5570280251
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The syntheses of the K-oxide and K-imine derivatives of dibenz[a,j]anthracene (1) are described. The parent hydrocarbon 1 that was obtained as a side product in the Elbs pyrolysis of (2-methyl-l-naphthyl)-1'-naphthylmethanone (10) was oxidized to 3-(2-formylphenyl)-3-phenanthrenecarboxaldehyde (3). Treatment of the dialdehyde with tris(dimethylamino)phosphine gave 4b,5a-dihydrodibenz[3,4:5,6]anthra[1,2-b]oxirene (4). Reaction of the oxirane with sodium azide followed by triethyl phosphite cyclization of the mixture of trans azido-alcohols so formed, yielded mainly 4b,5a-dihydrodibenz[3,4:5,6]anthra[1,2-b]azirine (5).
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页码：473 / 475
页数：3
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