title: Palladium-catalyzed intramolecular cyclization of ynamides: synthesis of 4-halo-oxazolones.
abstract: A mild and efficient methodology involving Pd(PPh3)4-catalyzed intramolecular cyclization of N-alkynyl alkyloxycarbamates with CuCl2 or CuBr2 for the synthesis of 4-halo-oxazolones was developed. This reaction exhibiting good functional tolerance provided a new, efficient, and rapid synthetic process to 4-halo-oxazolones. The resulting 4-halo-oxazolones can serve as great potential precursors for the 3,4,5-trisubstituted oxazolones via a Pd-catalyzed cross-coupling reaction.
authors.affiliation: Department of Applied Chemistry, College of Sciences, Nanjing Tech University, Nanjing 211816, People's Republic of China.
authors.forename: Hai
authors.initials: H
authors.lastname: Huang
authors.affiliation: Department of Applied Chemistry, College of Sciences, Nanjing Tech University, Nanjing 211816, People's Republic of China.
authors.forename: Guangke
authors.initials: G
authors.lastname: He
authors.affiliation: Department of Applied Chemistry, College of Sciences, Nanjing Tech University, Nanjing 211816, People's Republic of China.
authors.forename: Guohao
authors.initials: G
authors.lastname: Zhu
authors.affiliation: Department of Applied Chemistry, College of Sciences, Nanjing Tech University, Nanjing 211816, People's Republic of China.
authors.forename: Xiaolin
authors.initials: X
authors.lastname: Zhu
authors.affiliation: Department of Applied Chemistry, College of Sciences, Nanjing Tech University, Nanjing 211816, People's Republic of China.
authors.forename: Shineng
authors.initials: S
authors.lastname: Qiu
authors.affiliation: Department of Applied Chemistry, College of Sciences, Nanjing Tech University, Nanjing 211816, People's Republic of China.
authors.forename: Hongjun
authors.initials: H
authors.lastname: Zhu
mesh_terms: D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D006219:Halogens / Q000737:chemistry*; D015394:Molecular Structure; D010081:Oxazolone / Q000138:chemical synthesis* / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*
chemical_list: D006219:Halogens; D010081:Oxazolone; D010165:Palladium; D003300:Copper; C029892:cupric chloride