title: Base-Promoted Domino Reaction of 5-Substituted 2-Nitrosophenols with Bromomethyl Aryl Ketones: A Transition-Metal-Free Approach to 2-Aroylbenzoxazoles.
abstract: The reaction of 5-substituted 2-nitrosophenols with bromomethyl aryl ketones and related compounds employing K2CO3 as a base in refluxing THF and DMF at 80 °C, respectively, delivers 2-aroylbenzoxazoles in a single step with yields up to 85%. The new method involves an intermolecular nucleophilic substitution followed by intramolecular 1,2-addition and elimination. It allows an efficient and practical access to 2-aroylbenzoxazoles under transition-metal-free conditions.
authors.affiliation: Bioorganische Chemie, Institut für Chemie, Universität Hohenheim , Garbenstraße 30, D-70599 Stuttgart, Germany.|Faculty of Pharmacy and Medical Sciences, Al-Ahliyya Amman University , Amman 19328, Jordan.
authors.forename: Nayyef
authors.initials: N
authors.lastname: Aljaar
authors.affiliation: Bioorganische Chemie, Institut für Chemie, Universität Hohenheim , Garbenstraße 30, D-70599 Stuttgart, Germany.
authors.forename: Chandi C
authors.initials: CC
authors.lastname: Malakar
authors.affiliation: Bioorganische Chemie, Institut für Chemie, Universität Hohenheim , Garbenstraße 30, D-70599 Stuttgart, Germany.
authors.forename: Jürgen
authors.initials: J
authors.lastname: Conrad
authors.affiliation: Bioorganische Chemie, Institut für Chemie, Universität Hohenheim , Garbenstraße 30, D-70599 Stuttgart, Germany.
authors.forename: Uwe
authors.initials: U
authors.lastname: Beifuss