… of compounds containing diazo and cyano groups. 6. Theoretical and experimental investigations of cyclization of 2-cyano-2-diazoacetamides to 5-hydroxy-1, 2, 3- …

YY Morzherin, MY Kolobov, VS Mokrushin…

Index: Morzherin; Kolobov; Mokrushin; Brauer; Anders; Bakulev Chemistry of Heterocyclic Compounds, 2000 , vol. 36, # 1 p. 22 - 36

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Citation Number: 6

Abstract

Abstract A series of N-alkyl-and N-aryl-2-cyano-2-diazoacetamides was synthesized by the reaction of 2-amino-2-cyanoacetamides with sodium nitrite in hydrochloric acid. The mechanism of their heteroclectrocyclization to 5-hydroxy-1, 2, 3-triazoles was investigated kinetically and theoretically by the B3LYP/6-31+ G* method. The conclusion was made on the basis of the determined activation energy of the cyclization process. reaction ...