Acid-catalyzed rearrangements of (1-oxo-3-aryl-2-propenyl)oxiranes

Journal Article · Fri Feb 19 23:00:00 EST 1988 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:5970959

Zvonok, A M; Kuz'menok, N M; Stanishevskii, L S

The reaction of (1-oxo-3-aryl-2-propenyl)oxiranes with methanol in the presence of acidic agents leads to methanolysis of the epoxide ring in the initial epoxy ketones or of the oxetane ring in the products from rearrangement of the latter, i.e., substituted oxetanones. The presence of an electron-donating group in the aromatic substituent promotes the second reaction path. The composition and structure of the obtained compounds were confirmed by the data from elemental analysis and IR and PMR spectroscopy and by alternative synthesis.

• Research Organization: Scientific-Research Institute of Physicochemical Problems, Minsk (USSR)
• OSTI ID: 5970959
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 23:9; ISSN JOCYA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ALCOHOLS
BINDING ENERGY
BORON COMPOUNDS
BORON FLUORIDES
CATALYSIS
CATALYTIC EFFECTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTION YIELD
ELECTRONS
ELEMENTARY PARTICLES
ENERGY
EPOXIDES
FERMIONS
FLUORIDES
FLUORINE COMPOUNDS
HALIDES
HALOGEN COMPOUNDS
HYDROCHLORIC ACID
HYDROGEN COMPOUNDS
HYDROXY COMPOUNDS
INFRARED SPECTRA
INORGANIC ACIDS
KETONES
KINETICS
LEPTONS
LYSIS
METHANOL
NITRIC ACID
NMR SPECTRA
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
REACTION KINETICS
SPECTRA
SULFURIC ACID
VALENCE
YIELDS