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Enamine formation from anilines and methyl propiolate. The synthesis of 4(1 h )‐quinolones
Author(s) -
Heindel Ned D.,
Kennewell Peter D.,
Fish Velmer B.
Publication year - 1969
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570060113
Subject(s) - chemistry , enamine , solvent , organic chemistry , medicinal chemistry , catalysis
Abstract The addition of substituted anilines to methyl propiolate produces labile cis‐trans mixtures of enamines which can be isomerized by acid, solvent variation, and thermal techniques. Thermal cyclization of these enamines provides a synthesis of 4( l H )‐quinolones.