2,3 dipolar cycloadditions of alkynes and azides need copper catalysts or high temperatures to go unless the alkyne is strained, like in a cyclooctyne. At least that is the case with substituted azides, the anion though, I am less confident. I would check out the work of Carolyn Bertozzi, Valery Fokin, and MG Finn for info on the Huisgen cycloaddition. Hope this helps.