title: Pd/Cu-Catalyzed tandem head-to-tail dimerization/cycloisomerization of terminal ynamides for the synthesis of 5-vinyloxazolones.
abstract: An attractive and novel methodology involving Pd/Cu-catalyzed tandem head-to-tail dimerization/cycloisomerization of terminal ynamides for the synthesis of 3,5-disubstituted oxazolones was developed. Under Pd(PPh3)2Cl2/CuI cooperative catalyzed reaction conditions, it provided efficient access to 5-vinyloxazolones with exceptional functional group tolerance and good chemoselectivity. The control experiments demonstrated that Pd(PPh3)2Cl2serves a key role in the dimerization of terminal ynamides and shows low catalytic activity in the intramolecular cyclization. Moreover, the hetero-Diels-Alder reaction of product 5-vinyloxazolones was also described, which provided polycyclic oxazolones in good yield.
authors.affiliation: Department of Applied Chemistry, College of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, People's Republic of China. zhuhj@njtech.edu.cn.
authors.forename: Luning
authors.initials: L
authors.lastname: Tang
authors.affiliation: Department of Applied Chemistry, College of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, People's Republic of China. zhuhj@njtech.edu.cn.
authors.forename: Hai
authors.initials: H
authors.lastname: Huang
authors.affiliation: Department of Applied Chemistry, College of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, People's Republic of China. zhuhj@njtech.edu.cn.
authors.forename: Yang
authors.initials: Y
authors.lastname: Xi
authors.affiliation: Department of Applied Chemistry, College of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, People's Republic of China. zhuhj@njtech.edu.cn.
authors.forename: Guangke
authors.initials: G
authors.lastname: He
authors.affiliation: Department of Applied Chemistry, College of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, People's Republic of China. zhuhj@njtech.edu.cn.
authors.forename: Hongjun
authors.identifier: http://orcid.org/0000-0002-9732-1454
authors.initials: H
authors.lastname: Zhu