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The 1,3-Dipolar Cycloadditions of 3-Arylsydnone-4-Carbonitrile Oxides with Nitriles
Authors:Mou-Yung Yeh  I-Horng Pan  Che-Ping Chuang  Hsien-Ju Tien
Abstract:3-Arylsydnone-4-carbonitrile oxides (2), which are generated in situ by thermal dehydrochlorination of the corresponding hydroximic acid chlorides (1), undergo 1,3-dipolar cycloadditions with sydnone-4-carbonitriles (6) to give 3-aryl-4-[5-(3-arylsydnonyl)-1,2, 4-oxadiazol-3-yl] sydnones (9). These nitrile oxides (2) also react with alkyl- and arylnitriles to give 1,3-dipolar cycloaddition products.
Keywords:1,3-Dipolar cycloaddition  thermal dehydrochlorination  3-arylsydnone-4-carbonitrile oxides  3-arylsydnone-4-carbohydroximic acid chlorides  3-aryl-4-[5-(3-arylsydnonyl)-1,2,4-oxadiazol-3-yl] sydnones  3-arylsydnone-4-carbonitriles  3-aryl-4-(5-aryl-1,2,4-oxadiazol-3-yl)sydnones
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