New Benzo[<Emphasis Type="Italic">b</Emphasis>]xanthones from Diels-Alder Reactions of Chromone-3-carboxaldehydes with <Emphasis Type="Italic">ortho</Emphasis>-Benzoquinodimethanes |
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Authors: | Angela Sandulache Artur M S Silva José A S Cavaleiro |
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Institution: | (1) Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal, PT |
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Abstract: | Summary. New benzob]xanthone derivatives, having substituents in the A and D rings, were prepared from cycloaddition reactions of chromone-3-carboxaldehydes
with ortho-benzoquinodimethanes, generated in situ from 1,3-dihydrobenzoc]thiophene 2,2-dioxide, followed by oxidation of the obtained diastereomeric adducts. The structure of all compounds was fully
established by 1D and 2D NMR, MS, and elemental analysis. The stereochemistry of the obtained diastereomeric cycloadducts
was established by NOESY experiments.
Corresponding author. E-mail: arturs@dq.ua.pt
Received September 16, 2002; accepted September 20, 2002 |
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Keywords: | , Benzo[b]xanthones, ortho-Benzoquinodimethanes, Cycloadditions, Oxidations, NMR Spectroscopy, |
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