title: Regioselective formation of 2,4,5-trisubstituted oxazoles through transition-metal free heterocyclization of 1,3-diynes with N,O-bis(trimethylsiyl)acetamide.
abstract: Transition-metal free heterocyclization reaction of 1,3-diynes with N,O-bis(trimethylsiyl)acetamide was accomplished in the presence of t-BuOK and acetonitrile at 120 °C. This method regioselectively gave 2,4,5-trisubstituted oxazoles in yields up to 97%.
authors.affiliation: Department of Chemistry, State Key Laboratory of Pollution Control and Resource Reuse, Tongji University , 1239 Siping Road, 200092 Shanghai, P. R. China.
authors.forename: Liang
authors.initials: L
authors.lastname: Zhang
authors.forename: Xiaoming
authors.initials: X
authors.lastname: Zhao
mesh_terms: D000081:Acetamides / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D053280:Diynes / Q000737:chemistry*; D015394:Molecular Structure; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism; D028561:Transition Elements / Q000737:chemistry*; D014297:Trimethylsilyl Compounds / Q000737:chemistry*
chemical_list: D000081:Acetamides; D053280:Diynes; C000600482:N,O-bis(trimethylsiyl)acetamide; D010080:Oxazoles; D028561:Transition Elements; D014297:Trimethylsilyl Compounds