An unexpected chemical behavior of 5-N-(benzotriazol-1-ylmethyl)amino-3-tert-butyl-1-phenylpyrazole

被引:12
作者
Abonia, R [1 ]
Rengifo, E
Quiroga, J
Insuasty, B
Sánchez, A
Cobo, J
Low, J
Nogueras, M
机构
[1] Univ Valle, Dept Chem, Cali 25360, Colombia
[2] Univ Jaen, Dept Quim Inorgan & Organ, Jaen 23071, Spain
[3] Univ Aberdeen, Dept Chem, Old Aberdeen, Scotland
关键词
5-N-(benzotriazol-1-ylmethyl)amino-3-tert-butyl-1-phenylpyrazole; benzotriazole; isomerization; Troger's bases;
D O I
10.1016/S0040-4039(02)01115-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A rearrangement product or a pyrazolic Troger's base were unexpectedly obtained when 5-N-(benzotriazol-1-ylmethyl)amino-3-tert-butyl-1-phenylpyrazole was treated with electron-rich alkenes with well protic or Lewis acid catalyst, respectively, when tetrahydropyrazolopyridines were expected according with the benzotriazole methodology. The structure of the products was confirmed by NMR and X-ray diffraction techniques. Mechanisms for their formation are also proposed. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5617 / 5620
页数:4
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