Addition of Hydrazoic Acid and Its Derivatives to Non-Activated Olefins

3 Addition of Hydrazoic Acid and Its Derivatives to Non-Activated Olefins 

The addition of hydrazoic acid onto non-activated olefins is a difficult reaction that has been observed only in rare cases. The main problem was the prevention of subsequent decomposition of the azide formed via nitrogen release or Schmidt rearrangement due to harsh reaction conditions that are typically employed. 

The progress towards a mild general metal-based hydroazidation reaction has proven slow. Minor improvements have been reported by Kropp, who used trimethylsilyl azide together with triflic acid on silica gel and Sreekumar, who used zeolite bound sodium 

A NaNj, Hg(OAc)2, then NaBH4 B TICI4/AICI3, HN3 or TfOH, TMSN3, SiOg or NaN3-Zeollte 

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