Preparation of substituted 2-phenylpyridines by heterocyclization of acetylene with benzonitriles

Journal Article · Tue Jan 20 04:00:00 EST 1987 · Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States)

OSTI ID:6417893

Kayushina, E N; Levin, D Z; Mortikov, E S; Promonenkov, V K

Heterocyclizations of acetylene with benzonitriles containing a CH/sub 3/, Cl, CH/sub 3/O, C/sub 2/H/sub 5/O, or (CH/sub 3/)/sub 2/N group in the presence of eta/sup 5/-dicyclopentadienylcobalt yield the corresponding 2-substituted pyridines in yields of about 90%. Nitriles containing OH, NO/sub 2/, or halogen at the ortho position of the nitrile group do not react with acetylene. For benzonitriles containing a CH/sub 3/, Cl, or CH/sub 3/O group in the ortho or para position, a relation between the activity of the nitrile and the value of the Hammett constant of the substituent was found for the investigated reaction.

• Research Organization: N.D. Zelinskii Institute of Organic Chemistry, Moscow, USSR
• OSTI ID: 6417893
• Journal Information: Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States), Journal Name: Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States) Vol. 35:7; ISSN BACCA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ACETYLENE
ACTIVATION ENERGY
ALKENES
ALKYNES
AZINES
CATALYSTS
CATALYTIC EFFECTS
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
CHROMATOGRAPHY
COBALT COMPLEXES
COMPLEXES
CYCLOALKENES
CYCLOPENTADIENE
DEHYDROCYCLIZATION
DIENES
EFFICIENCY
ENERGY
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
INFRARED SPECTRA
MASS SPECTRA
NITRILES
NMR SPECTRA
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
POLYENES
PYRIDINES
SEPARATION PROCESSES
SPECTRA
STRUCTURAL CHEMICAL ANALYSIS
SYNTHESIS
TRANSITION ELEMENT COMPLEXES
YIELDS