Synthesis and Epoxidation of 5-(2-Aminoethyl)bicyclo[2.2.1]hept-2-ene Derivatives

被引：0
|
作者：
L. I. Kas'yan
I. N. Tarabara
A. O. Kas'yan
机构：
[1] Dnepropetrovsk State University,
[2] Ukrainian State University of Chemical Technology,undefined
来源：
Russian Journal of Organic Chemistry | 2002年 / 38卷
关键词：
Anhydride; Epoxidation; Isocyanate; Benzoyl; Carboxamides;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
A number of derivatives of 5-(2-aminoethyl)bicyclo[2.2.1]hept-2-ene (85-90% of the endo isomer) were synthesized by reactions with p-nitrobenzenesulfonyl chloride, p-toluenesulfonyl chloride, benzoyl chloride, p-nitrobenzoyl chloride, benzyl isocyanate, m-tolyl isocyanate, phenyl isothiocyanate, and endic anhydride. By reactions of the resulting sulfon- and carboxamides with peroxyphthalic acid generated in situ from phthalic anhydride and 40-45% hydrogen peroxide the corresponding epoxy derivatives were obtained. These reactions were not accompanied by heterocyclization into azabrendane derivatives, which is typical of homologous N-(p-nitrophenylsulfonyl)-endo-5-aminomethylbicyclo[2.2.1]hept-2-ene.
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页码：19 / 25
页数：6
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