title: Accessing N-Acyl Azoles via Oxoammonium Salt-Mediated Oxidative Amidation.
abstract: An operationally simple, robust, metal-free approach to the synthesis of N-acyl azoles from both alcohols and aldehydes is described. Oxidative amidation is facilitated by a commercially available organic oxidant (4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate) and proceeds under very mild conditions for an array of structurally diverse substrates. Tandem reactions of these activated amides, such as transamidation and esterification, enable further elaboration. Also, the spent oxidant can be recovered and used to regenerate the oxoammonium salt.
authors.affiliation: Department of Chemistry, University of Connecticut , 55 North Eagleville Road, Storrs, Connecticut 06268, United States.
authors.forename: John M
authors.initials: JM
authors.lastname: Ovian
authors.affiliation: Department of Chemistry, University of Connecticut , 55 North Eagleville Road, Storrs, Connecticut 06268, United States.
authors.forename: Christopher B
authors.identifier: 0000-0002-5530-8606
authors.initials: CB
authors.lastname: Kelly
authors.affiliation: Department of Chemistry, University of Connecticut , 55 North Eagleville Road, Storrs, Connecticut 06268, United States.
authors.forename: Vincent A
authors.initials: VA
authors.lastname: Pistritto
authors.affiliation: Department of Chemistry, University of Connecticut , 55 North Eagleville Road, Storrs, Connecticut 06268, United States.
authors.forename: Nicholas E
authors.identifier: 0000-0003-1823-5417
authors.initials: NE
authors.lastname: Leadbeater