Reactions of azides with active methylene groups

3 Reactions of azides with active methylene groups 

The synthesis of triazoles from organic azides and active methylene compounds under basic conditions is well known. Although the condensation is stepwise, the reaction is usually regiospecific, 

Active methylene nitriles condense with o-substituted aryl and heteroaryl azides in a two-step process to give tricyclic triazolopyrimidines without isolation of the triazole intermediates 85BSB441, 87BSB587). 5-Azido-4-formyltriazoles (758) condense with dimethyl 3-oxopentanedioate and tri-ethylamine in ethanol to give 5-(triazol-l-yl)-4-formyltriazoles (759), which undergo cyclization to 

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