Paper
Et3N-induced demethylation-annulation of 3-alkynyl-4-methoxy-2-pyridones and structurally related compounds in the synthesis of furan-fused heterocycles.
Published Oct 3, 2008 · D. Conreaux, Sébastien Belot, P. Desbordes
The Journal of organic chemistry
52
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0
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Abstract
Various 3-iodo-4-methoxypyridin-2-ones and related pyrone and coumarin derivatives have been demonstrated as readily available precursors of 2-substituted furan-fused heterocycles by means of in situ sequential Sonogashira-acetylide coupling, dealkylation, and regioselective furan annulation reactions. A Et3N-induced S(N)2 process has been established that accounts for the dealkylation process.
Et3N-induced demethylation-annulation of 3-alkynyl-4-methoxy-2-pyridones and related compounds allows for the synthesis of 2-substituted furan-fused heterocycles, with a S(N)2 process accounting for the dealkylation
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