Unusual product of the reaction of 1-phenyl-3-(3,4-dimethoxyphenyl)-3-(2-oxocyclohexyl)-1-propanone with hydrogen sulfide and acids: 2. cap alpha. -phenyl-2,4-ortho-(14,15-dimethoxybenzo)-cis-1-thiadecalin

Journal Article · Fri Aug 01 00:00:00 EDT 1986 · Chem. Heterocycl. Compd. (Engl. Transl.); (United States)

DOI:https://doi.org/10.1007/BF00519935· OSTI ID:6085401

Klimenko, S K; Tyrina, T I; Sorokin, N N; Kharchenko, V G

The reaction of 1-phenyl-3-(3,4-dimethoxyphenyl)-3-(2-oxocyclohexyl)-1-propanone with hydrogen sulfide and acids gives an intramolecular rearrangement product, 2..cap alpha..-phenyl-2,4-ortho-(14,15-dimethoxybenzo)-cis-1-thiadecalin in addition to the usual products of disproportionation of intermediate 2-phenyl-4-(3,4-dimethoxyphenyl)-5,6-tetramethylene-4H-thiopyran, namely, 5,6-tetramethylenethio-pyrilium salts and 2..cap alpha..-phenyl-4..cap alpha..-(3,4-dimethoxyphenyl)-cis-1-thiadecalin. The configurational and conformational assignments for the sulfides, their sulfoxides, and sulfones were made by /sup 13/C NMR spectroscopy.

• Research Organization: N.G. Chernyshevskii Saratov State Univ., USSR
• OSTI ID: 6085401
• Journal Information: Chem. Heterocycl. Compd. (Engl. Transl.); (United States), Journal Name: Chem. Heterocycl. Compd. (Engl. Transl.); (United States) Vol. 22:2; ISSN CHCCA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
640302 -- Atomic
Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
ACETATES
ACETIC ACID
ACETONE
ACTIVATION ENERGY
ALKANES
CARBON 13
CARBON ISOTOPES
CARBOXYLIC ACID SALTS
CARBOXYLIC ACIDS
CHALCOGENIDES
CHEMICAL REACTIONS
CHEMICAL SHIFT
CONFORMATIONAL CHANGES
COUPLING
COUPLING CONSTANTS
CYCLOALKANES
DEHYDROCYCLIZATION
DEUTERATION
DEUTERIUM COMPOUNDS
DOUBLE RESONANCE METHODS
ENERGY
ENERGY LEVELS
EVEN-ODD NUCLEI
EXCITED STATES
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
HYDROGEN 1
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
HYDROGEN SULFIDES
INFRARED SPECTRA
INTERMEDIATE COUPLING
ISOTOPES
J-J COUPLING
KETONES
LIGHT NUCLEI
MOLECULAR STRUCTURE
MONOCARBOXYLIC ACIDS
NMR SPECTRA
NUCLEI
ODD-EVEN NUCLEI
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC SOLVENTS
ORGANIC SULFUR COMPOUNDS
OXIDATION
REDUCTION
SOLVENTS
SPECTRA
STABLE ISOTOPES
SULFIDES
SULFONES
SULFOXIDES
SULFUR COMPOUNDS
SYNTHESIS
VIBRATIONAL STATES