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SYNTHESIS OF BENZO[f]COUMARINS FROM 2-TRIFLUOROACETYL-1H-BENZO[f]CHROMENES AND 2-NAPHTHOLS

Виталий А. Осянин, Юлия В. Попова, Дмитрий В. Осипов, Ирина Александровна Семёнова, Юрий Н. Климочкин
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Abstract


A series of 3H-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-1H-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.

Authors: Vitaly A. Osyanin*, Dmitry V. Osipov, Yulia V. Popova,
Irina A. Semenova, Yuri N. Klimochkin


Keywords


3H-benzo[f]chromen-3-ones; benzo[f]coumarins; 2-naphthols; 2-trifluoroacetyl-1H-benzo[f]chromenes; cascade reactions; haloform reaction; Michael reaction

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