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- Title
Condensation of 2-(4-chlorophenyl)-1-(2,4-dihydroxyphenyl) ethanone with N, N-dimethylformamide dimethyl acetal: an effective approach to 3-(4-chlorophenyl)-7-methoxy-4 H-chromen-4-one, N,O- and N,N-heterocycles.
- Authors
Moskvina, Viktoriia; Shilin, Sergey; Khilya, Volodymir
- Abstract
[Figure not available: see fulltext.] A convenient sequence for the preparation of 2-(4-chlorophenyl)-1-(2,4-dimetoxyphenyl)-3-(dimethylamino)prop-2-en-1-one has been developed. It has been demonstrated that the use of 1-(2,4-dihydroxyphenyl)ethanone or 1-(2-hydroxy-4-methoxyphenyl)ethanone in a condensation reaction with N, N-dimethylformamide dimethyl acetal leads to their heterocyclization to give an isoflavone. Reactions of the enamino ketone with N, O- and N, N-binucleophiles have been studied; as the result, 4,5-diarylisoxazole, 4,5-diarylpyrazoles, and 4,5-diaryl-substituted 2-aminopyrimidine have been obtained in good yields.
- Subjects
DOPA; HYDROXYACETOPHENONES; HETEROCYCLIC compounds; KETONES; CHEMISTRY
- Publication
Chemistry of Heterocyclic Compounds, 2015, Vol 51, Issue 9, p799
- ISSN
0009-3122
- Publication type
Article
- DOI
10.1007/s10593-015-1777-3