THE NICHOLAS REACTION OF INDOLES - PROPARGYLATION OF INDOLES WITH (PROPARGYL)DICOBALT HEXACARBONYL CATIONS

被引:18
作者
NAKAGAWA, M
MA, J
HINO, T
机构
[1] Faculty of Pharmaceutical Sciences, Chiba University, Chiba, 260
关键词
D O I
10.3987/COM-89-S21
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Indole reacted with (propargyl alcohol)Co2(CO)6 complex 1 to give 3-(1, 1-dimethylpropargyl)indole 3, whereas N′-methoxycarbonyltryptamine 7 gave the corresponding N-substituted derivative 11. The reaction of 7 with (propargyl acetate)Co2(CO)6 complex 23 provided 3a-(1,1-dimethylpropargyl)hexahydropyrroloindole cobalt complex 9. Oxidative demetalation of 3, 11, and 9 with Fe(NO3)3 gave 5, 13, and 27, respectively. Hydrogenation of 5 afforded the corresponding 3-(1,1-dimethylallyl)indole 6. © 1990.
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页码:451 / 462
页数:12
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