Synthesis and reactivity of N-hydroxy-2-aminoindoles

被引:28
|
作者
Belley, M [1 ]
Sauer, E [1 ]
Beaudoin, D [1 ]
Duspara, P [1 ]
Trimble, LA [1 ]
Dubé, P [1 ]
机构
[1] Merck Frosst Ctr Therapeut Res, Pointe Claire, PQ H9R 4P8, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
reductive cyclization; N-hydroxy-2-aminoindole; catalytic hydrogenation; tetrakis(triphenylphosphine)palladium(0); (Ph3P)(4)Pd;
D O I
10.1016/j.tetlet.2005.10.165
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Catalytic hydrogenation of (2-nitrophenyl)acetonitriles bearing an electron-withdrawing substituent alpha to the nitrile, using Pd/C and (Ph3P)(4)Pd, affords N-hydroxy-2-aminoindoles in good to excellent yields. (Ph3P)4Pd decreases the reduction rate of the intermediate hydroxylamine and acts as a catalyst during the cyclization onto the nitrile. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:159 / 162
页数:4
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