A rapid access to hydroxylated benz[a]anthraquinones: Hypervalent iodine oxidation of beta-naphthols

被引：48
|
作者：
Mal, D
Roy, HN
Hazra, NK
Adhikari, S
机构：
[1] Department of Chemistry, Indian Institute of Technology
来源：
TETRAHEDRON | 1997年 / 53卷 / 06期
关键词：
D O I：
10.1016/S0040-4020(96)01119-2
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Anionic annulation of phthalide sulfones 3 with quinone monoketals 6, accessible by phenyliodonium diacetate oxidation of naphthols 5, offers a high yielding regiospecific entry to benz[a]anthraquinones 8. Similar annulation of cyanophthalide 13 with 12, followed by photooxygenation of 14 results in a complementary route to the basic skeleton 15 of nonaromatic A-ring angucyclines. (C) 1997, Published by Elsevier Science Ltd.
引用
收藏
页码：2177 / 2184
页数：8
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