title: Zinc-catalyzed chemoselective alkylation of α-keto amides with 2-alkylazaarenes.
abstract: A zinc-catalyzed C(sp3)-H addition of 2-alkylazaarenes to α-keto amides to furnish azaarene incorporated α-hydroxy amides has been developed with a wide range of substrates in moderate to excellent yields, respectively. Chemoselective alkylation of the keto functionality of the α-keto amides in the presence of simple ketones is the key advantage of this Zn-catalyzed transformation. This approach has been demonstrated to one gram-scale synthesis.1H NMR and D2O exchange experimental studies reveal that the reaction proceeds through a Zn-enamide intermediate.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Madras, Chennai, 600 036, India. gsekar@iitm.ac.in.
authors.forename: Alagesan
authors.initials: A
authors.lastname: Muthukumar
authors.affiliation: Department of Chemistry, Indian Institute of Technology Madras, Chennai, 600 036, India. gsekar@iitm.ac.in.
authors.forename: Govindasamy
authors.identifier: http://orcid.org/0000-0003-2294-0485
authors.initials: G
authors.lastname: Sekar