Intramolecular catalytic cyclization of substituted 2-alkenylanilines
A study was carried out on the effect of the nature and structure of the substituent in the aromatic ring of 2-(1-methyl-2-butenyl)anilines on the direction and structural selectivity of the their intramolecular cyclization to derivatives of quinoline and indole by the action of catalytic amounts of PdCl/sub 2/ or PdCl/sub 2/-(DMSO)/sub n/ complexes. The PMR spectra have two three-proton signals at 2.24 and 2.42 ppm related to 2-CH/sub 3/ and 4-CH/sub 3/. The signal for 3-H in the quinoline ring appears as a singlet at 6.66 ppm. The IR spectra lack an NH band, while the indole derivatives have a strong band at 3400 cm/sup -1/. The PMR spectra have signals for the ethyl group at 1.05 (t) and 2.48 ppm (q), for the methyl group at 2.13 ppm (s), and for the aromatic protons at 6.80-7.50 ppm.
- Research Organization:
- Institute of Chemistry, Ufa (USSR)
- OSTI ID:
- 7004905
- Journal Information:
- Chem. Heterocycl. Compd. (Engl. Transl.); (United States), Journal Name: Chem. Heterocycl. Compd. (Engl. Transl.); (United States) Vol. 23:4; ISSN CHCCA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
400201* -- Chemical & Physicochemical Properties
ALKYLATION
AMINES
AROMATICS
AZAARENES
AZINES
AZOLES
CATALYSIS
CATALYTIC EFFECTS
CHEMICAL REACTIONS
CHEMICAL SHIFT
CHLORIDES
CHLORINE COMPOUNDS
COMPLEXES
DEHYDROCYCLIZATION
DMSO
HALIDES
HALOGEN COMPOUNDS
HETEROCYCLIC COMPOUNDS
HETEROGENEOUS CATALYSIS
INDOLES
NMR SPECTRA
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
PALLADIUM CHLORIDES
PALLADIUM COMPLEXES
PALLADIUM COMPOUNDS
PYRIDINES
PYRROLES
QUINOLINES
SPECTRA
STRUCTURAL CHEMICAL ANALYSIS
SULFOXIDES
TRANSITION ELEMENT COMPLEXES
TRANSITION ELEMENT COMPOUNDS