Sterically screened halogenocyclobutanones. III. (2 + 2)-Cycloaddition of dichloroketene to cyclopropyl-substituted methylenecyclopropanes

Journal Article · Wed Apr 20 04:00:00 EDT 1988 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:5949597

Donskaya, N A; Bessmertnykh, A G; Grushina, O E; Lindeman, S V; Petrov, V I; Struchkov, Yu P; Shabarov, Yu S

The reaction of dichloroketene with cyclopropyl-substituted methylenecyclopropanes leads to good yields of substituted cyclobutanones containing a spiro fragment at position 2. The reaction of the 5,5-dichlorospiro(2.3)hexan-4-ones synthesized in this way with potassium hydroxide leads to 6-hydroxy-5-oxaspiro(2.4)heptan-4-ones, while the reaction with sodium methoxide makes it possible to synthesize substituted esters of cyclopropanecarboxylic acids.

• Research Organization: M.V. Lomonosov Moscow State Univ. (USSR)
• OSTI ID: 5949597
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 23:11; ISSN JOCYA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ALKALI METAL COMPOUNDS
ALKANES
BOND ANGLE
CARBON 13
CARBON ISOTOPES
CARBOXYLIC ACID ESTERS
CATALYSIS
CATALYSTS
CATALYTIC EFFECTS
CHEMICAL REACTIONS
CHEMICAL SHIFT
COHERENT SCATTERING
CYCLOALKANES
DIFFRACTION
ELEMENTS
ESTERS
EVEN-ODD NUCLEI
HYDROCARBONS
HYDROGEN 1
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
HYDROXIDES
INFRARED SPECTRA
ISOMERIZATION
ISOTOPES
KETENES
KETONES
LIGHT NUCLEI
METALS
NMR SPECTRA
NUCLEI
ODD-EVEN NUCLEI
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OXYGEN COMPOUNDS
POTASSIUM COMPOUNDS
POTASSIUM HYDROXIDES
SCATTERING
SPECTRA
STABLE ISOTOPES
STEREOCHEMISTRY
X-RAY DIFFRACTION
ZINC