A concise synthesis of topsentin A and nortopsentins B and D

被引:56
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/ol000124g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A concise synthesis of topsentin A (R-1 = R-2 = H) and nortopsentins B (R-1 = Br, R2 = H) and D (R-1 = R-2 = H) is described from oxotryptamine 5 via reduction of acyl cyanide 4, Regiospecific bromination of a cyanoindole afforded 6-bromo-3-cyanoindole (10) as the major product.
引用
收藏
页码:2121 / 2123
页数:3
相关论文
共 21 条
[21]   TOPSENTIN, BROMOTOPSENTIN, AND DIHYDRODEOXYBROMOTOPSENTIN - ANTIVIRAL AND ANTITUMOR BIS(INDOLYL)IMIDAZOLES FROM CARIBBEAN DEEP-SEA SPONGES OF THE FAMILY HALICHONDRIIDAE - STRUCTURAL AND SYNTHETIC STUDIES [J].
TSUJII, S ;
RINEHART, KL ;
GUNASEKERA, SP ;
KASHMAN, Y ;
CROSS, SS ;
LUI, MS ;
POMPONI, SA ;
DIAZ, MC .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (23) :5446-5453