6533b852fe1ef96bd12aaaba
RESEARCH PRODUCT
ChemInform Abstract: On the Reactivity of Nitrosoimidazoles with Acids (the Cusmano-Ruccia Reaction): A Continuous Source of New Ring-into-Ring Interconversion.
Barbara CosimelliDomenico SpinelliMirella RambaldiVincenzo FrennaElda Severisubject
chemistry.chemical_compoundchemistryStereochemistryImidazoleReactivity (chemistry)AmmoniumHydrochloric acidGeneral MedicineMethanolRing (chemistry)IonOxazoledescription
Abstract An extension of the ‘Cusmano–Ruccia’ reaction is reported. 6-(4-chlorophenyl)-3-methyl-5-nitrosoimidazo[2,1- b ]oxazole by the action of hydrochloric acid gives 3-(4-chlorobenzoyl)-5-methyl-1,2,4-oxadiazole ( 13 ); presumably via ammonium ion, CO 2 and methanol elimination. The relevance of the nature of the atom of the B -ring linked to C-2 of the imidazole for the occurrence of the ring-into-ring interconversion has been once more confirmed.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2014-07-03 | ChemInform |