Ring Expansion Reactions of Acronycine to Fused 1,4-Oxazepine and 1,4-Dioxepin Systems
作者:
Prokopios Magiatis,
Sofia Mitaku,
Alexios-Leandros Skaltsounis,
Fran¸ois Tillequin,
Alain Pierré,
Ghanem Atassi,
期刊:
Natural Product Letters
(Taylor Available online 2000)
卷期:
Volume 14,
issue 3
页码: 183-190
ISSN:1057-5634
年代: 2000
DOI:10.1080/10575630008041229
出版商: Taylor & Francis Group
关键词: Acronycine;acridone;cytotoxicity;Baeyer-Villiger.
数据来源: Taylor
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]benzoxazepin-8-one (6), respectively. Lead tetraacetate oxidation ofcis-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).
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