Abstract

A single‐step synthesis of N‐aryl‐N′‐tosyldiazenes from primary aromatic amines was developed. A wide range of aromatic amines provided the corresponding products in high yields by N–N bond formation with RhII–nitrene intermediates, which were generated in situ from dirhodium(II) complex catalysts and (tosylimino)‐2,4,6‐trimethylphenyliodinane, followed by oxidation. The synthesized N‐aryl‐N′‐tosyldiazenes were successfully demonstrated to serve as potent and stable surrogates for diazonium salts in the two‐step deaminative transformation of primary aromatic amines.

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