title: Base-promoted formal arylation of benzo[d]oxazoles with acyl chloride.
abstract: A base-promoted formal arylation of benzo[d]oxazoles with acyl chloride was achieved in moderate to good yields. This reaction was triggered by the N-acylation of oxazole to form an iminium intermediate. Then, the addition of H2O to the iminium formed the hemiacetal intermediate. After the sequential ring-opening, extrusion of CO, the ring closure, the dehydration delivered the formal arylation product. In comparison with the transition-metal-catalyzed methodology, it represents an alternative arylation method leading to 2-arylbenzooxazole.
authors.affiliation: School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Jiangsu Province Key Laboratory of Fine Petrochemical Engineering, Changzhou University , Changzhou 213164, P. R. China.
authors.forename: Lei
authors.initials: L
authors.lastname: Wang
authors.forename: Xinyi
authors.initials: X
authors.lastname: Ren
authors.forename: Jintao
authors.initials: J
authors.lastname: Yu
authors.forename: Yan
authors.initials: Y
authors.lastname: Jiang
authors.forename: Jiang
authors.initials: J
authors.lastname: Cheng
mesh_terms: D001583:Benzoxazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D001583:Benzoxazoles; D006843:Hydrocarbons, Chlorinated