New synthesis of isoxazoles and isothiazoles. A convenient synthesis of thioenaminones from enaminones
Y Lin, SA Lang Jr
Index: Lin, Yang-i; Lang, Stanley, A. Journal of Organic Chemistry, 1980 , vol. 45, # 24 p. 4857 - 4860
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Citation Number: 62
Abstract
The reaction of l-aryl-3-(dimethylamino)-2-propen-l-ones (enaminones) and l-aryl-3- (dimethylamino)-2-propene-1-thiones (thioenaminones) with hydroxylamine-0-sulfonic acid gave, respectively, isoxmoles in 76-84% yields and isothiazoles in 60-65% yields. The reaction of enaminones with phosphorus oxychloride, followed by treatment with sodium perchlorate and reaction with sodium sulfide, gave thioenaminones in 4&73% yields.
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