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1H NMR resonances, while their IR spectra were completely superimposable.
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1H NMR resonances, while their IR spectra were completely superimposable.
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The trapping reaction between 1 and carbonyl compounds is of general applicability and may lead to a variety of bisfuranyl adducts. For example, bisfuranyl adducts were easily obtained when 1 was treated with vanillin (54% yield, anisaldehyde (43, and furfural (39, in the presence of catalytic amounts of various acidic catalysts (H2SO4, p-toluenesulfonic acid, acidic Dowex resin, The reaction gives better yields with electron-rich carbonyl compounds, whereas no product was formed with benzaldehyde and aromatic aldehydes bearing electron-withdrawing groups o- and p-nitrobenzaldehyde, p-chlorobenzaldehyde, suggesting that protonation of the aldehyde carbonyl group is the critical step. A more detailed account of this reaction is out of the scope of this paper and will be reported elsewhere
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4, p-toluenesulfonic acid, acidic Dowex resin). The reaction gives better yields with electron-rich carbonyl compounds, whereas no product was formed with benzaldehyde and aromatic aldehydes bearing electron-withdrawing groups (o- and p-nitrobenzaldehyde, p-chlorobenzaldehyde), suggesting that protonation of the aldehyde carbonyl group is the critical step. A more detailed account of this reaction is out of the scope of this paper and will be reported elsewhere.
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