Ring expansion reactions of acronycine to fused 1,4-oxazepine and 1,4-dioxepin systems

被引：10

作者：

Magiatis, P ^{[1
]}

Mitaku, S ^{[1
]}

Skaltsounis, AL ^{[1
]}

Tillequin, F ^{[1
]}

Pierré, A ^{[1
]}

Atassi, G ^{[1
]}

机构：

[1] Univ Athens, Lab Pharmacognosy, GR-15771 Athens, Greece

来源：

NATURAL PRODUCT LETTERS | 2000年 / 14卷 / 03期

关键词：

acronycine; acridone; cytotoxicity; Baeyer-Villiger;

D O I：

10.1080/10575630008041229

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Baeyer-Villiger oxidation of acronycine and 2-nitroacronycine led to 6-methoxy-3,3, 13-trimethyl-8,13-dihydro-3H-chromeno[5,6-b][4,1]benzoxazepin-8-one (4) and 6-methoxy-3,3,13-trimethyl-2-nitro-8,13-dihydro-3H-chromeno[5,6-b][4,1]benzoxa-zepin-8-one (6), respectively. Lead tetraacetate oxidation of cis-1,2-dihydroxy-1,2-dihydroacronycine followed by treatment with sodium borohydride afforded 3-hydroxy-7-methoxy-4,4,13-trimethyl-3,4,8,13-tetrahydro-1H-[1,4]dioxepino[5,6-c]acridin-8-one (13).

引用

页码：183 / 190

页数：8

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