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Updated: Feb 13, 2026

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Iodine-Catalyzed Diazenylation with Arylhydrazine Hydrochlorides in Air
Dinesh S Barak1, Shashikant U Dighe1, Ilesha Avasthi2
1Medicinal and Process Chemistry Division , CSIR-Central Drug Research Institute , Sector 10, Jankipuram extension, Sitapur Road , Lucknow 226031 , India.
Abstract:
A mild approach to diazenylation of active methylene compounds and N-heterocyclic compounds with arylhydrazine hydrochlorides in the presence of iodine under basic aerobic conditions was developed. The reaction could be executed either under heating or in the presence of blue LED light, though the latter condition was found to be relatively efficient. Presumably, the aryldiazene produced by oxidation of arylhydrazine hydrochloride acts as a nitrogen scavenger of the radical intermediate generated from the active methylene compound in the presence of iodine to produce the diazo compounds. The scope and limitations of the protocol are presented.
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