title: Copper(I)-catalyzed one-pot synthesis of 2H-1,4-benzoxazin-3-(4H)-ones from o-halophenols and 2-chloroacetamides.
abstract: We developed an efficient and convenient method for preparing N-substituted 2H-1,4-benzoxazin-3-(4H)-ones from 2-halophenols via a nucleophilic substitution with 2-chloroacetamides followed by a CuI-catalyzed coupling cyclization. A broad spectrum of substrates can be effectively employed to afford the desired products in good yields. Since this method involves simple reaction conditions, a short reaction time, and a broad substrate scope, it is particularly attractive for the efficient preparation of biologically and medicinally interesting molecules.
authors.affiliation: The Center for Drug Discovery and Design, State Key Laboratory of Drug Research, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai, 201203, China.
authors.forename: Enguang
authors.initials: E
authors.lastname: Feng
authors.forename: He
authors.initials: H
authors.lastname: Huang
authors.forename: Yu
authors.initials: Y
authors.lastname: Zhou
authors.forename: Deju
authors.initials: D
authors.lastname: Ye
authors.forename: Hualiang
authors.initials: H
authors.lastname: Jiang
authors.forename: Hong
authors.initials: H
authors.lastname: Liu
mesh_terms: D000578:Amidines / Q000737:chemistry*; D048588:Benzoxazines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006219:Halogens / Q000737:chemistry*; D015394:Molecular Structure; D010636:Phenols / Q000737:chemistry*
chemical_list: C509120:2-chloroacetamidine; D000578:Amidines; D048588:Benzoxazines; D006219:Halogens; D010636:Phenols; D003300:Copper