General Mechanistic Aspects of Enolate Route

Even though benzyl and alkyl azides did not furnish the products under these conditions, the corresponding 5-amino-l,2,3-triazoles 74b, 75 were obtained via KO Bu catalysis at room temperature. 

In 2011, Wang and coworkers developed the regioselective organocatalytic enamide-azide cycloaddition reaction for the synthesis of 1,4,5-trisubstituted 

6 Synthesis of Substituted 1,2,3-Triazoies via Enamine intermediates 115 NEt2H(5 mol%) 

84a with high levels of regioselectivity. Acyclic ketones gave lower yields of product 85, under the same conditions, but acetophenone was unreactive. 

Ar= Ph, 3-OMeC6H4, 4-FCsH4, 4-CIC6H4, 2-MeCsH4, 3-MeCsH4, 4-MeCsH4 

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