title: Copper(II)-catalyzed room temperature aerobic oxidation of hydroxamic acids and hydrazides to acyl-nitroso and azo intermediates, and their Diels-Alder trapping.
abstract: CuCl(2), in the presence of a 2-ethyl-2-oxazoline ligand, is an effective catalyst for the room temperature, aerobic oxidation of hydroxamic acids and hydrazides, to acyl-nitroso and azo dienophiles respectively, which are efficiently trapped in situ via both inter- and intramolecular hetero-Diels-Alder reactions with dienes. Both inter- and intramolecular variants of the Diels-Alder reaction are suitable under the reaction conditions using a variety of solvents. Under the same conditions, an acyl hydrazide was also oxidized to give an acyl-azo dienophile which was trapped intramolecularly by a diene.
authors.affiliation: Centre for Sustainable Chemical Processes, Department of Chemistry, Durham Univertsity, Science Laboratories, South Road, Durham, DH1 3LE, UK.
authors.forename: Duangduan
authors.initials: D
authors.lastname: Chaiyaveij
authors.forename: Leah
authors.initials: L
authors.lastname: Cleary
authors.forename: Andrei S
authors.initials: AS
authors.lastname: Batsanov
authors.forename: Todd B
authors.initials: TB
authors.lastname: Marder
authors.forename: Kenneth J
authors.initials: KJ
authors.lastname: Shea
authors.forename: Andrew
authors.initials: A
authors.lastname: Whiting