Synthesis of substituted propargylamines from Cu(I) and Ag(I) acetylides and iminium salts

Journal Article · Thu Nov 19 23:00:00 EST 1987 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:7076560

Ukhin, L Yu; Komissarov, V N; Orlova, Zh I; Tokarskaya, O A; Yanovskii, A I; Struchkov, Yu T

The authors have found that iminium salts react with copper and silver organoacetylides in refluxing acetonitrile to form propargylamines. The precursor salts were prepared by quaternization of the appropriate azomethines with excess methyl iodide. The carbon 13 NMR spectra indicate the presence of the propargyl fragment. Treatment with methyl iodide resulted in the conversion to the crystalline methyl iodide derivative.

• Research Organization: M. A. Suslov Rostov State Univ. (USSR)
• OSTI ID: 7076560
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 23:6; ISSN JOCYA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ACETONITRILE
ACTIVATION ENERGY
ALKYNES
AMINATION
AMINES
CARBON 13
CARBON ISOTOPES
CHEMICAL REACTIONS
CHEMICAL SHIFT
COMPLEXES
COPPER COMPLEXES
DEUTERIUM COMPOUNDS
ENERGY
EVEN-ODD NUCLEI
HALOGENATED ALIPHATIC HYDROCARBONS
HYDROCARBONS
HYDROGEN COMPOUNDS
IMINES
INFRARED SPECTRA
IODINATED ALIPHATIC HYDROCARBONS
ISOTOPES
LIGHT NUCLEI
METHYL IODIDE
METHYLATION
NITRILES
NMR SPECTRA
NUCLEI
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC IODINE COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
SILVER COMPLEXES
SPECTRA
STABLE ISOTOPES
SYNTHESIS
TRANSITION ELEMENT COMPLEXES
ULTRAVIOLET SPECTRA