5-exo-trigonal cyclization and [3,5] rearrangement of N-aryl benzamidoximes by reaction with nitrile oxides

被引：6
|
作者：
Risitano, F
Grassi, G
Foti, F
Filocamo, F
机构：
[1] Ist. Di Chim. Dei Composti E., Università, 98166 Messina, Vill. S. Agata
来源：
TETRAHEDRON | 1997年 / 53卷 / 03期
关键词：
D O I：
10.1016/S0040-4020(96)01032-0
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Reaction of N-aryl benzamidoximes 1 with nitrile oxides 2 and 3 in refluxing toluene at 100 degrees C mainly leads to 1,2,4-oxadiazole 4-oxides 4-7 and benzotriazines 8. A facile 5-exo-trigonal cyclization and an unusual [3,5] rearrangement of the non-isolated 1:1 adduct 16, respectively, are postulated to account for the observed results. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码：1089 / 1098
页数：10
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