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Intramolecular Heterocyclization of O-Propargylated Aromatic Hydroxyaldehydes as an Expedient Route to Substituted Chromenopyridines under Metal-Free Conditions

Author:
Keskin, Selbi, Balci, Metin
Source:
Organic letters 2015 v.17 no.4 pp. 964-967
ISSN:
1523-7052
Subject:
alkynes, chemical structure, cycloaddition reactions, regioselectivity
Abstract:
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.
Agid:
5790195