Allylation of acetanilides with allyl acetate under conditions of metal-complex catalysis combined with phase-transfer catalysis

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

OSTI ID:5887688

Lebedev, S A; Leonova, Yu P; Berestova, S S; Petrov, E S

Acetanilides are alkylated at the nitrogen atom under the conditions of phase-transfer catalysis. For the case of the reaction of acetanilides with allyl acetate the authors showed that 2-alkenyl esters can be used for the alkylation of acetanilides under the conditions of phase-transfer catalysis in the presence of the complexes of zero valent palladium. N-Acetylskatole was obtained with a yield of 50% from N-allyl-2-bromoacetanilide by intramolecular cyclization in the presence of Od(OAc)/sub 2/ as catalyst.

• Research Organization: L.Ya. Karpov Scientific-Research Physicochemical Institute, Moscow (USSR)
• OSTI ID: 5887688
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 24:5; ISSN JOCYA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ACETIC ACID ESTERS
ACTIVATION ENERGY
ALKALI METAL COMPOUNDS
ALKYLATING AGENTS
ALKYLATION
AMIDES
BROMINATION
CARBOXYLIC ACID ESTERS
CATALYSIS
CATALYSTS
CATALYTIC EFFECTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
COMPLEXES
DEHYDROCYCLIZATION
ENERGY
ESTERS
HALOGENATION
HETEROGENEOUS CATALYSIS
HYDROGEN COMPOUNDS
HYDROXIDES
KINETICS
ORGANIC BROMINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
OXYGEN COMPOUNDS
PALLADIUM COMPLEXES
POTASSIUM COMPOUNDS
POTASSIUM HYDROXIDES
REACTION KINETICS
TRANSITION ELEMENT COMPLEXES
YIELDS