Azidation of β‑Keto Esters and Silyl Enol Ethers with a Benziodoxole Reagent

The efficient azidation of <b>β</b>-keto esters and silyl enol ethers using a benziodoxole-derived azide transfer reagent is reported. The azidation of cyclic <b>β</b>-keto esters could be achieved in up to quantitative yields in the absence of any catalyst. In the case of less reactive linear <b>β</b>-keto esters and silyl enol ethers, complete conversion and good yields could be obtained by using a zinc catalyst