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

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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

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Graduate School of Natural and Applied Sciences, Article

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Citation Formats

S. Keskin and M. Balcı, “Intramolecular Heterocyclization of O-Propargylated Aromatic Hydroxyaldehydes as an Expedient Route to Substituted Chromenopyridines under Metal-Free Conditions,” ORGANIC LETTERS, pp. 964–967, 2015, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/51017.