Synthesis of 6-alkoxy-3-aryl-6-trimethylsilyloxy-5,6-dihydro-4H-1,2-oxazines and their acid-catalysed hydrolysis leading to 3-aryl-5,6-dihydro-4H-1,2-oxazin-6-ones and/or 4-aryl-4-(hydroxyimino)butyric acid esters
作者:Shigeo Tanimoto、Hideshi Matsumoto、Makoto Hojo、Akio Toshimitsu
DOI:10.1039/p19910003153
日期:——
α-nitrosostyrene and its ring-substituted derivatives, which are generated by the reaction of α-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
由α-氯苯乙酮肟及其环取代的衍生物与K 2 CO 3在四氢呋喃中的反应生成的α-亚硝基苯乙烯及其环取代的衍生物与乙烯酮三甲基甲硅烷基乙缩醛的环加成反应得到6-烷氧基-3 -芳基-6-三甲基甲硅烷氧基-5,6-二氢-4 H -1,2-恶嗪。这些恶嗪易受盐酸催化的水解,得到3-芳基-5,6-二氢-4 H -1,2-恶嗪6-1和/或4-芳基-4-(羟基亚氨基)丁酸酯。