An expeditious one-pot synthesis of N-substituted 6-nitroindoles from indolines

被引:2
|
作者
Laconde, G
Carato, P
Poupaert, JH
Berthelot, P
Depreux, P [1 ]
Hénichart, JP
机构
[1] Inst Chim Pharmaceut Albert Lespagnol, F-59006 Lille, France
[2] Fac Pharm, Lab Pharm Chim, F-59006 Lille, France
[3] Univ Catholique Louvain, Ecole Pharm, B-1200 Brussels, Belgium
来源
MONATSHEFTE FUR CHEMIE | 2003年 / 134卷 / 07期
关键词
heterocycles; indole; indoline; oxydation; aromatization;
D O I
10.1007/s00706-003-0005-5
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This paper reports an one-pot method for the concomitant alkylation - oxidation (aromatization) of indolines, particularly effective to get easy access to N-alkyl-6-nitroindoles, which are useful platforms in medicinal chemistry. N-alkyl-6-nitroindoles are obtained in good yield (64-91%) by reaction at room temperature in non-degassed DMF of 6-nitroindoline, an alkyl halide, and NaH as base. The presence of NaH appears to be essential for a high yield conversion.
引用
收藏
页码:1037 / 1043
页数:7
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