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Intramolecular Heterocyclization of O-Propargylated Aromatic Hydroxyaldehydes as an Expedient Route to Substituted Chromenopyridines under Metal-Free Conditions
Date
2015-02-20
Author
Keskin, Selbi
Balcı, Metin
Metadata
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This work is licensed under a
Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License
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A concise and regioselective approach to the synthesis of chromenopyridine and chromenopyridinone derivatives was developed. The synthetic strategy relies on the O-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.
Subject Keywords
PYRIDINE-FUSED COUMARINS
,
II INHIBITORY-ACTIVITY
,
BIOLOGICAL EVALUATION
,
SYNTHETIC APPROACH
,
TOPOISOMERASE-I
,
DERIVATIVES
,
CHROMENE
,
LIGANDS
,
SYSTEMS
,
SERIES
URI
https://hdl.handle.net/11511/51017
Journal
ORGANIC LETTERS
DOI
https://doi.org/10.1021/acs.orglett.5b00067
Collections
Graduate School of Natural and Applied Sciences, Article