Synthesis of benzo[f]coumarins from 2-trifluoroacetyl-1H-benzo[f]chromenes and 2-naphthols

A series of 3 H -benzo[ f ]chromen-3-ones containing the (2-hydroxy-1-naphthyl)methyl or 2-hydroxybenzyl substituent in position 2 was prepared by the reaction of 2-trifluoroacetyl-1 H -benzo[ f ]chromenes with 2-naphthols in the presence of DBU. The reaction comprises 1,4-addition and intramolecula...

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Veröffentlicht in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2016-12, Vol.52 (12), p.1012-1016
Hauptverfasser: Osyanin, Vitaly A., Osipov, Dmitry V., Popova, Yulia V., Semenova, Irina A., Klimochkin, Yuri N.
Format: Artikel
Sprache:eng
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Zusammenfassung:A series of 3 H -benzo[ f ]chromen-3-ones containing the (2-hydroxy-1-naphthyl)methyl or 2-hydroxybenzyl substituent in position 2 was prepared by the reaction of 2-trifluoroacetyl-1 H -benzo[ f ]chromenes with 2-naphthols in the presence of DBU. The reaction comprises 1,4-addition and intramolecular haloform type reaction followed by opening of the dihydropyran ring.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-017-2001-4