Abstract

AbstractThe reaction of N‐(4‐dimethylaminophenyl)nitrones, 1, with hydrogen azide proceeds via three distinct pathways to give a mixture of two tetrazoles, 5 and 9, and a 2‐azido‐4‐dimethyl‐aminoaniline derivative, 6. The proportions largely depend on the electron‐withdrawing force resident in the function R attached to nitrone carbon. The formation of 5 constitutes a new synthetic approach to 1,5‐disubstituted tetrazoles.

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