Synthesis of 2-aryl-and 2-hetaryloxazoles from the oxazolines and oxazolidines
Treatment of 2-phenyl-, 2-(2-furyl)-, and 2-(2-thienyl) oxazolines with nickel peroxide has been found to give, in addition to the dehydrogenation products (2-substituted oxazoles), the fragmentation products (amides of benzoic, furan-2-carboxylic, and thiophen-2-carboxylic acids). This fragmentation appears to give initially the nitriles, which are then converted into the amides by the nickel peroxide. Catalytic dehydrogenation of 2-phenyloxazoline gives low yields of 2-phenyloxazole, the principal product being benzonitrile. Treatment of the Schiff's bases obtained from ethanolamine and aldehydes (benzaldehyde, furfural, and thiophen-2-aldehyde) with nickel peroxide gives trace amounts of the oxazoles, the principal products being the aldehydes, with smaller amounts of the nitriles.
- Research Organization:
- Academy of Sciences of the USSR, Moscow
- OSTI ID:
- 6772412
- Journal Information:
- Chem. Heterocycl. Compd. (Engl. Transl.); (United States), Journal Name: Chem. Heterocycl. Compd. (Engl. Transl.); (United States) Vol. 22:6; ISSN CHCCA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
400201* -- Chemical & Physicochemical Properties
ALDEHYDES
AMIDES
AZOLES
CATALYSIS
CATALYTIC EFFECTS
CHEMICAL REACTION YIELD
HETEROCYCLIC COMPOUNDS
IMINES
NICKEL COMPOUNDS
NITRILES
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OXAZOLES
OXYGEN COMPOUNDS
PEROXIDES
REACTION INTERMEDIATES
SCHIFF BASES
SYNTHESIS
TRANSITION ELEMENT COMPOUNDS
YIELDS