A facile synthesis of dragmacidin B and 2,5-bis(6′-bromo-3′-indolyl)piperazine

被引:59
作者
Miyake, FY [1 ]
Yakushijin, K [1 ]
Horne, DA [1 ]
机构
[1] Oregon State Univ, Dept Chem, Corvallis, OR 97331 USA
关键词
D O I
10.1021/ol0001970
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A short synthesis of dragmacidin a (1), 2,5-bis(6'-bromo-3'-indolyl)piperazine (2), and corresponding didebromo analogues 8 and 9 is described. The key steps involve the dimerization of oxotryptamines 4 and 11 to give bis(indolyl)pyrazines 5 and 12, which upon selective reduction and reductive methylation with sodium cyanoborohydride afforded the requisite piperazine natural products.
引用
收藏
页码:3185 / 3187
页数:3
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