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Synthesis of novel 3-hetaryl-substituted 6- and 8-hydroxybenzo[f]coumarin derivatives

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Eight novel 3-hetaryl-substituted 6- and 8-hydroxybenzo[f]iminocoumarin compounds were synthesised by the reaction of 2,5-dihydroxynaphthaldehydes or 2,7-dihydroxynaphthaldehydes with 2-cyanomethylbenzo-thiazole, 2-cyanomethylbenzoimidazole, 1-methyl-2-cyanomethylbenzoimidazole and 2-cyanomethyl-4-phenylthiazole. The iminocompounds obtained were hydrolysed with hydrochloric acid to the benzo[f]coumarins. Becaue of the high reactivity of the iminocoumarins, only mixtures which also contained the corresponding coumarin compounds were isolated. The absorption and steady-state fluorescence characteristics of the benzo[f]coumarins (benzo[f]chromen-2-ones) synthesised were studied in ethanol and in toluene.
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Document Type: Research Article

Affiliations: 1: Faculty of Chemistry, University of Sofia, 1164 Sofia, Bulgaria, Email: 2: Bulgarian Academy of Sciences, Institute of Organic Chemistry with Centre of Phytochemistry, 1113 Sofia, Bulgaria

Publication date: 2010-08-01

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