Concise microwave-assisted synthesis of 2-aminoimidazole marine sponge alkaloids of the isonaamines series

被引:20
作者
Ermolat'ev, D. S. [1 ]
Alifanov, V. L. [2 ]
Rybakov, V. B. [2 ]
Babaev, E. V. [2 ]
Van der Eycken, E. V. [1 ]
机构
[1] Univ Louvain, LOMAC, B-3001 Heverlee, Belgium
[2] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119991, Russia
来源
SYNTHESIS-STUTTGART | 2008年 / 13卷 / 13期
关键词
natural products; ring opening; cleavage; imidazo[1,2a]pyrimidin-1-ium salts; 2-aminoimidazoles;
D O I
10.1055/s-2008-1078444
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A short and efficient route to 1,4-substituted 2-aminoimidazole alkaloids starting from the easily accessible 2-alkylaminopyrimidines and a.-bromo aldehydes is reported. The formation of the intermediate imidazo[1,2-a]pyrimidinium salts and subsequent cleavage were facilitated by microwave irradiation. Marine sponge alkaloids preclathridines A, C and isonaamines A, C, D were obtained in high yields using the optimized one-pot two-step procedure.
引用
收藏
页码:2083 / 2088
页数:6
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