Solvent-free indoles addition to carbonyl compounds promoted by CeCl3•7H2O-NaI-SiO2:: An efficient method for the synthesis of streptindole

被引:76
作者
Bartoli, G
Bosco, M
Foglia, G
Giuliani, A
Marcantoni, E
Sambri, L
机构
[1] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, MC, Italy
[2] Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy
来源
SYNTHESIS-STUTTGART | 2004年 / 06期
基金
匈牙利科学研究基金会;
关键词
addition reactions; carbonyl complexes; indoles; lanthanides; Lewis acids; natural products;
D O I
10.1055/s-2004-815967
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Efficient electrophilic substitution reactions of indoles with various carbonyl compounds proceed easily in solvent-free conditions using CeCl3-7H(2)O-NaI-SiO2 system promoter, to afford the corresponding bis(1H-indol-3-yl)alkanes in high yields. The synthetic value of the present procedure is demonstated by the synthesis of streptindole (9), human intestinal bacteria metabolite.
引用
收藏
页码:895 / 900
页数:6
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