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Please use this identifier to cite or link to this item: http://repository.iitr.ac.in/handle/123456789/20628
Title: Intramolecular aminolysis of 2-aminochalcone epoxides using InBr 3 or BiCl3 as efficient catalysts
Authors: Ahmed, Naseem
Kumar H.
Babu B.V.
Published in: Synthetic Communications
Abstract: In the synthesis of aza-flavanone derivatives, several metal halides were screened for their catalytic activity. Among them, BiCl3 and InBr3 catalyze the ring opening of 2-aminochalcone epoxides followed by intramolecular aminolysis under mild conditions. The reactions proceed efficiently at room temperature to afford highly functionalized 2-aryl-3-hydroxy-2,3-dihydro-4-quinolones (aza-flavanones) in excellent yields (82-92%). Intermolecular aminolysis of 2-aminochalcone epoxides with aniline derivatives failed under the same catalytic conditions. © 2013 Copyright Taylor and Francis Group, LLC.
Citation: Synthetic Communications, 43(4): 567-581
URI: https://doi.org/10.1080/00397911.2011.604571
http://repository.iitr.ac.in/handle/123456789/20628
Issue Date: 2013
Keywords: 2-Aminochalcones/epoxides
2-aryl-3-hydroxy-2,3-dihydro-4- quinolones
aminolysis
epoxide ring opening
metal halides
ISSN: 397911
Author Scopus IDs: 7401846814
57212029800
55661660300
Author Affiliations: Ahmed, N., Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee 247667, Uttarakhand, India
Kumar, H., Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee 247667, Uttarakhand, India
Babu, B.V., Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee 247667, Uttarakhand, India
Funding Details: This work was financially supported by the Indian Institute of Technology Roorkee through Ministry of Human Resource Development (MHRD), New Delhi. B. V. B. and H. K. thank MHRD for the award of fellowships. The reviewers are highly appreciated for their valuable suggestions. Indian Institute of Technology Roorkee, IITR; Ministry of Human Resource Development, MHRD
Corresponding Author: Ahmed, N.; Department of Chemistry, , Roorkee 247667, Uttarakhand, India; email: nasemfcy@iitr.ernet.in
Appears in Collections:Journal Publications [CY]

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