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Indole derivatives. 129. Reaction of 5-vinylindole with brominating agents

Journal Article · · Chem. Heterocycl. Compd. (Engl. Transl.); (United States)
DOI:https://doi.org/10.1007/BF00761982· OSTI ID:7159576
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The bromination of 5-vinylindole at two reaction centers, viz., the carbon-carbon multiple bond of the vinyl group and the pyrrole ring, was realized. In the case of the reaction with pyridinium bromide perbromide it was shown that the pyrrole ring is the most reactive with respect to electrophilic agents. It was established that the introduction of an electron-acceptor acetyl group into the pyrrole ring leads to a decrease in the reactivity of the pyrrole ring, and bromination takes place at the double bond.

Research Organization:
D. I. Mendeleev Moscow Institute of Chemical Technology (USSR)
OSTI ID:
7159576
Journal Information:
Chem. Heterocycl. Compd. (Engl. Transl.); (United States), Journal Name: Chem. Heterocycl. Compd. (Engl. Transl.); (United States) Vol. 23:3; ISSN CHCCA
Country of Publication:
United States
Language:
English

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Related Subjects

640302* -- Atomic
Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
ACETONE
ACTIVATION ENERGY
AMINES
AMMONIUM COMPOUNDS
AROMATICS
AZAARENES
AZINES
AZOLES
BINDING ENERGY
BROMINATION
CHEMICAL REACTIONS
CHEMICAL SHIFT
COUPLING
COUPLING CONSTANTS
DEUTERIUM COMPOUNDS
ELECTRONS
ELEMENTARY PARTICLES
ENERGY
FERMIONS
HALOGENATION
HETEROCYCLIC COMPOUNDS
HYDROGEN COMPOUNDS
INDOLES
INFRARED SPECTRA
INTERMEDIATE COUPLING
J-J COUPLING
KETONES
LEPTONS
MONOMERS
NMR SPECTRA
ORGANIC BROMINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PYRIDINES
PYRIDINIUM COMPOUNDS
PYRROLES
QUATERNARY COMPOUNDS
SPECTRA
VALENCE
VINYL MONOMERS