Intramolecular Heterocyclization of <i>O</i>‑Propargylated Aromatic Hydroxyaldehydes as an Expedient Route
to Substituted Chromenopyridines under Metal-Free Conditions
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Abstract
A concise and regioselective approach
to the synthesis of chromenopyridine
and chromenopyridinone derivatives was developed. The synthetic strategy
relies on the <i>O</i>-propargylation of aromatic hydroxyaldehydes
followed by reaction with propargylamine. The intramolecular cycloaddition
reaction between the alkyne and azadiene, which is formed as an intermediate,
furnished the desired skeletons