SYNTHESIS OF 6-ALKOXY-3-ARYL-6-TRIMETHYLSILYLOXY-5,6-DIHYDRO-4H-1,2-OXAZINES AND THEIR ACID-CATALYZED HYDROLYSIS LEADING TO 3-ARYL-5,6-DIHYDRO-4H-1,2-OXAZIN-6-ONES AND OR 4-ARYL-4-(HYDROXYIMINO)BUTYRIC ACID-ESTERS

被引:6
|
作者
TANIMOTO, S
MATSUMOTO, H
HOJO, M
TOSHIMITSU, A
机构
关键词
D O I
10.1039/p19910003153
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The cycloaddition of alpha-nitrosostyrene and its ring-substituted derivatives, which are generated by the reaction of alpha-chloroacetophenone oxime and its ring-substituted derivatives with K2CO3 in tetrahydrofuran, with ketene trimethylsilyl acetals proceeds to afford 6-alkoxy-3-aryl-6-trimethylsilyloxy-5,6-dihydro-4H-1,2-oxazines. These oxazines are susceptible to hydrochloric acid-catalysed hydrolysis affording 3-aryl-5,6-dihydro-4H-1,2-oxazin-6-one and/or 4-aryl-4-(hydroxyimino)butyric acid esters.
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页码:3153 / 3157
页数:5
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