American Chemical Society
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The Tetrazole 3-N-Oxide Synthesis

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posted on 2010-05-07, 00:00 authored by Tal Harel, Shlomo Rozen
An efficient procedure for transferring an oxygen atom to the 1- or 2-substituted 5-alkyl or aryl tetrazole ring, resulting, for the first time, in the corresponding N-oxides, was developed using HOF·CH3CN. This novel route features mild conditions and high yields. X-ray structure analysis and 15N NMR experiments indicate that the preferred position for the incorporation of the oxygen is on the N-3 atom.