Phosphorylation of N-substituted carboxamides with phosphorochloridites

Journal Article · Wed Nov 19 23:00:00 EST 1986 · J. Gen. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:5277338

Sinitsa, A D; Malenko, D M; Repina, L A; Loktionova, R A; Shurubura, A K

The phosphorylation of N-substituted carboxamides by dialkyl phosphorochloridites leads to O- and N-derivatives. The course of the phosphorylation is determined by the nature of the substituents on the nitrogen and carbon atoms in the molecules of the carboxamide. Imidoyl phosphites and phosphoramidites are isomerized into imidoylphosphonates. Products of the imidation of imidoyl phosphites and phosphoramidites suffer rearrangement into phosphorylated amidines. This is confirmed by comprehensive IR and NMR analysis.

• Research Organization: Institute of Organic Chemistry, Kiev (USSR)
• OSTI ID: 5277338
• Journal Information: J. Gen. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Gen. Chem. USSR (Engl. Transl.); (United States) Vol. 56:6; ISSN JGCHA
• 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
AMIDES
AMIDINES
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHEMICAL SHIFT
COUPLING
COUPLING CONSTANTS
ENERGY LEVELS
EXCITED STATES
IMIDES
INFRARED SPECTRA
INTERMEDIATE COUPLING
ISOMERIZATION
ISOMERS
ISOTOPES
J-J COUPLING
KINETICS
LIGHT NUCLEI
NMR SPECTRA
NUCLEI
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC PHOSPHORUS COMPOUNDS
PHOSPHORUS 31
PHOSPHORUS ISOTOPES
PHOSPHORYLATION
REACTION KINETICS
SPECTRA
STABLE ISOTOPES
VIBRATIONAL STATES