79080-38-9Relevant academic research and scientific papers
ETUDE DE L'ISOMERISATION CATALYSEE DE NITRO-5 EN NITRO-4 IMIDAZOLES
Vanelle, Patrice,Jentzer, Olivier,Bahnous, Mebarek,Crozet, Michel P.
, p. 5361 - 5364 (2007/10/02)
1-Methyl-2-substituted-5-nitroimidazoles are easily rearranged in very good yields in presence of catalytic amount of CH3I affording the corresponding 4-nitroimidazoles.The synthetic usefulness of this rearrangement and some mechanistic details are discussed.
Anodic Cyanation of 1-Methylimidazoles
Yoshida, Kunihisa,Kitabayashi, Hirohito
, p. 3693 - 3696 (2007/10/02)
The electrooxidation of several 1-methylimidazoles was performed in MeOH that contains NaCN at a platinum anode in a divided cell.Replacement of an aromatic hydrogen by a cyano group occurred.With 1,2,4,5-tetramethylimidazole, the 2,5-addition of cyano groups to the imidazole ring was achieved, and besides side-chain substitution occurred concurrently.
Competing Pathways in the Phototransposition of Pyrazoles
Barltrop, John A.,Day, A. Colin,Mack, Arthur G.,Shahrisa, Aziz,Wakamatsu, Shigeru
, p. 604 - 606 (2007/10/02)
Cyano-substituted pyrazoles transpose photochemically into imidazoles by two concurrent paths: (a) 1,5-interchange, probably by 2,5-bonding to a diazabicyclopentene which isomerises by nitrogen 'walk' before rearomatisation, and (b) 2,3-interchange, probably via an intermediate azirine; in sharp contrast, 1,5-dimethyl-3-trifluoromethylpyrazole phototransposes exclusively by the former path.
