Synthesis of the indole alkaloids meridianins from the tunicate Aplidium meridianum

被引:85
作者
Fresneda, PM [1 ]
Molina, P [1 ]
Bleda, JA [1 ]
机构
[1] Univ Murcia, Fac Quim, Dept Quim Organ, E-30071 Murcia, Spain
关键词
marine metabolites; indoles; pyrimidines; acylation; cyclization;
D O I
10.1016/S0040-4020(01)00102-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The marine natural products meridianins A and C-E have been synthesized for the first time starting from the appropriate N-tosyl-3-acetylindole. A facile two-step conversion of N-tosyl-3-acetylindoles to the corresponding meridianins by treatment with dimethylformamide dimethylacetal and further cyclization of the resulting enaminone with aminoguanidine is described. This method has also been applied for the preparation of the 3-[(2-amino)pyrimidin-4-yl]-7-azaindole. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2355 / 2363
页数:9
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