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The 1,3‐Dipolar Cycloadditions of 3‐Arylsydnone‐4‐Carbonitrile Oxides with Nitriles
Author(s) -
Yeh MouYung,
Pan IHorng,
Chuang ChePing,
Tien HsienJu
Publication year - 1988
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.198800067
Subject(s) - chemistry , nitrile , sydnone , 1,3 dipolar cycloaddition , cycloaddition , alkyl , dipole , aryl , medicinal chemistry , organic chemistry , photochemistry , ring (chemistry) , catalysis
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.