Abstract
The γ-nitrogen of phenylsulfonyl azide can be readily -labeled with 15 N by treating benzenesulfonyl hydrazide with Na 15 NO 2 . The resulting γ- 15 N-labeled sulfonyl azide reacts with carbon-centered free radicals to produce alkyl azides exclusively containing a C- 15 N bond. This chemistry provides valuable insight into the free-radical azidation mechanism as well as providing a mild method for the production of 15 N-amines.
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