title: Investigation on the reactivity of α-azidochalcones with carboxylic acids: Formation of α-amido-1,3-diketones and highly substituted 2-(trifluoromethyl)oxazoles.
abstract: The reaction of α-azidochalcones with carboxylic acids has been investigated resulting in the formation of α-amido-1,3-diketones under microwave irradiation via in situ formation of 2H-azirine intermediates. An interesting reaction is described wherein, with trifluoroacetic acid at lower temperature, it affords highly substituted 2-(trifluoromethyl)oxazoles. These flexible transformations proceed under solvent free conditions in good to excellent yields without any catalyst.
authors.affiliation: Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai, 625 021, India.
authors.forename: Kandasamy
authors.initials: K
authors.lastname: Rajaguru
authors.affiliation: Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai, 625 021, India.
authors.forename: Arumugam
authors.initials: A
authors.lastname: Mariappan
authors.affiliation: Syngene International Limited, Biocon, Bangalore, 560 100, India.
authors.forename: Rajendran
authors.initials: R
authors.lastname: Suresh
authors.affiliation: Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai, 625 021, India.
authors.forename: Periasamy
authors.initials: P
authors.lastname: Manivannan
authors.affiliation: Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai, 625 021, India.
authors.forename: Shanmugam
authors.initials: S
authors.lastname: Muthusubramanian
keywords: 2H-azirines; carboxylic acids; oxazoles; α-amido-1,3-diketones; α-azidochalcones