Synthesis of naphtho[2,3-b]indolizine-6,11-dione derivatives by iodine oxidation of 2-alkyl-1,4-naphthoquinones in the presence of substituted pyridines

被引:16
作者
Citterio, A
Fochi, M
Marion, A
Mele, A
Sebastiano, R
Delcanale, M
机构
[1] Politecn Milan, Dipartimento Chim, I-20131 Milan, Italy
[2] Chiesi Farmaceut SPA, I-43100 Parma, Italy
关键词
D O I
10.3987/COM-98-8228
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Iodine oxidation of 2-alkyl-1,4-naphthoquinones (1) in the presence of substituted pyridines (2) afforded naphtho[2,3-b]indolizine-6,11-dione derivatives (3). Other oxidant systems (MnO2/I- or Fe(ClO4)(3))/I-2) can be used and 2-alkylbenzoquinones reacted in lower yield. Iodination of 3 by I, and dibenzoyl peroxide occurred selectively at position 12.
引用
收藏
页码:1993 / 2002
页数:10
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