title: Oxidative radical skeletal rearrangement induced by molecular oxygen: synthesis of quinazolinones.
abstract: Oxidative skeletal rearrangement of 5-aryl-4,5-dihydro-1,2,4-oxadiazoles into quinazolinones is induced by molecular oxygen (under a dry air atmosphere) that likely proceeds via transient iminyl radical species. Concise syntheses of biologically active quinazolinone derivatives were demonstrated using the present strategy.
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore.
authors.forename: Yi-Feng
authors.initials: YF
authors.lastname: Wang
authors.forename: Feng-Lian
authors.initials: FL
authors.lastname: Zhang
authors.forename: Shunsuke
authors.initials: S
authors.lastname: Chiba
mesh_terms: D015394:Molecular Structure; D010069:Oxadiazoles / Q000737:chemistry*; D010084:Oxidation-Reduction; D010100:Oxygen / Q000737:chemistry*; D052999:Quinazolinones / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D010069:Oxadiazoles; D052999:Quinazolinones; D010100:Oxygen