SYNTHESIS OF 1,2,4-TRIAZOLO[4,3-D][1,4]DIAZEPINES AND 1,2,4-OXADIAZOLO[4,5-D][1,4]DIAZEPINES BY 1,3-DIPOLAR CYCLOADDITION

被引:32
|
作者
HASNAOUI, A [1 ]
BAOUID, A [1 ]
LAVERGNE, JP [1 ]
机构
[1] UNIV MONTPELLIER 2,SYNTH & ETUD PHYSICOCHIM LAB,CNRS,UA 468,F-34095 MONTPELLIER 2,FRANCE
关键词
D O I
10.1002/jhet.5570280113
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report here a one-step synthesis of the 4,5,6,7-tetrahydro-lH-1,2,4-triazolo[4,3-dI1,4]diazepine, 4-6, and 1,2,4-oxadiazolo[4,5-dIl,4]-diazepine, 7-10, by 1,3-dipolar cycloaddition of nitrile imines and nitrile oxides with 2,3-dihydro-1H-1,4-diazepine, 1. In all cases these cycloadditions are peri- and regioselectives (the C = N bond is sole affected) and occurs with high yields. Structure and conformations of cycloadducts have been assigned by means of nmr analysis.
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页码:73 / 76
页数:4
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