Synthesis and conversions of substituted 4,5-dihydro-3H-spiro[benz-2-azepine-3,1′-cyclohexanes]

被引:0
|
作者
Varlamov A.V. [1 ]
Zubkov F.I. [1 ]
Lazareva E.V. [1 ]
Chernyshev A.I. [1 ]
Grudinin D.G. [1 ]
机构
[1] Russian Peoples Friendship University
关键词
Benz-2-azepines; Cyclic imines; Cycloaddition; Oxidation; Phase-transfer catalysis;
D O I
10.1023/A:1013805812281
中图分类号
学科分类号
摘要
On oxidizing substituted 1,2,4,5-tetrahydro-3H-spiro[benz-2-azepine-3,1′-cyclohexanes]with potassium permanganate under phase-transfer catalysis conditions the corresponding 4,5-dihydro derivatives are formed in quantitative yield. By the action of allyl- and benzylmagnesium halides 5-methyl-4,5-dihydro-3H-spiro[benz-2-azepine-3,1′-cyclohexane] is converted into 5-methyl-1,2,4,5- tetrahydro-1-allyl(benzyl)-3H-spiro[benz-2-azepine-3,1′-cyclohexane], and by reaction with phenoxyketene and dichlorocarbene into the corresponding 2-oxoazetidino[4,1-a]- and 1,1-dichloroaziridino[3,1-a]benz-2-azepines.
引用
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页码:1251 / 1257
页数:6
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