Abstract
Two unprecedented oxygenated aaptaminoids have been synthesized starting from cheap and easily available 2,3-dihydroxybenzoic acid with the satisfactory overall yields of 31% and 34%. The key step of the procedure is the divergent thermic 5-exodig vs base-promoted 6-endodig cyclization of a 5-alkynylquinolinone derivative.
MeSH terms
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Alkynes / chemistry*
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Cyclization
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Hydroxybenzoates / chemistry*
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Molecular Structure
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Naphthyridines / chemical synthesis*
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Naphthyridines / chemistry*
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Oxygen / chemistry*
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Quinolones / chemistry*
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Stereoisomerism
Substances
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Alkynes
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Hydroxybenzoates
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Naphthyridines
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Quinolones
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2,3-dihydroxybenzoic acid
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aaptamine
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Oxygen