6533b826fe1ef96bd128483c
RESEARCH PRODUCT
On the reaction of some 5-polyfluoroaryl-1,2,4-oxadiazoles with methylhydrazine: synthesis of fluorinated indazoles
Nicolò VivonaPaola PierroSilvestre BuscemiAntonio Palumbo-piccionelloIvana PibiriAndrea Pacesubject
MethylhydrazineIndazoleMethylamineOrganic ChemistrySettore CHIM/06 - Chimica OrganicaBiochemistryMedicinal chemistryChemical synthesischemistry.chemical_compoundchemistryNucleophileDrug DiscoveryStructural isomerMoietyOrganic chemistryDimethylamine124-Oxadiazole Indazole Rearrangements Fluorinated heterocyclesdescription
The reaction of 5-polyfluoroaryl-1,2,4-oxadiazoles with methylhydrazine has been studied and the synthesis of fluorinated N-methylindazoles has been realized. Rearrangement reactions showed predominantly formation of N(1)-methylindazole regioisomers. Starting compounds were preliminarily functionalized at the polyfluoroaryl moiety through fluorine displacement with nucleophiles (methanol, methylamine, dimethylamine), allowing the obtainment of target indazoles substituted at the C(6) position.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2009-01-01 |