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Synthesis of Triazolium Inner Salts by Thiocyanation of Aldehyde‐Derived Hydrazones
Author(s) -
Mondal Susmita,
Samanta Sadhanendu,
Hajra Alakananda
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201701722
Subject(s) - chemistry , ammonium persulfate , aldehyde , isothiocyanate , isomerization , hydrazone , ammonium , organic chemistry , catalysis , polymer , polymerization
An ammonium persulfate mediated thiocyanation reaction of aldehyde‐derived hydrazones has been carried out under metal‐free conditions at ambient temperature to afford the corresponding 5‐thioxo‐1,2,4‐triazolium inner salts. A library of triazolium inner salts that contain a wide range of functional groups were synthesized in high yields. The reaction proceeds through a thiocyanation followed by isomerization to give the isothiocyanate and subsequent cyclization steps.