title: Copper-catalyzed direct alkylation of 1,3-azoles with N-tosylhydrazones bearing a ferrocenyl group: a novel method for the synthesis of ferrocenyl-based ligands.
abstract: Copper-catalyzed cross-coupling of ferrocenyl ketone-derived N-tosylhydrazones with benzo[d]oxazole leads to the direct C-H bond functionalization by a secondary ferrocenyl alkyl group. This direct C-H bond alkylation of azoles with N-tosylhydrazones bearing a ferrocenyl group uses inexpensive CuBr as the catalyst without any ligand. The reaction is operationally simple and conducted under mild conditions, giving the corresponding ferrocenyl-based ligands in moderate to good yields. Furthermore, they were able to act as bidentate ligands, giving rise to the corresponding palladium chelated complex 6a-6c, which were obtained by reaction of 5a-5c with [PdCl2(MeCN)2].
authors.affiliation: College of Chemical and Chemical Engineering, Inner Mongolia University, Hohhot 010021, P. R. China. haozhang@imu.edu.cn zh_hjf@hotmail.com.
authors.forename: Qiang
authors.initials: Q
authors.lastname: Teng
authors.forename: Jianfeng
authors.initials: J
authors.lastname: Hu
authors.forename: Li
authors.initials: L
authors.lastname: Ling
authors.forename: Ranfeng
authors.initials: R
authors.lastname: Sun
authors.forename: Junyang
authors.initials: J
authors.lastname: Dong
authors.forename: Shufeng
authors.initials: S
authors.lastname: Chen
authors.forename: Hao
authors.initials: H
authors.lastname: Zhang
mesh_terms: D000478:Alkylation; D001393:Azoles / Q000737:chemistry*; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D003300:Copper / Q000737:chemistry*; D005296:Ferrous Compounds / Q000737:chemistry*; D006835:Hydrazones / Q000737:chemistry*; D000075163:Metallocenes
chemical_list: D001393:Azoles; D005296:Ferrous Compounds; D006835:Hydrazones; D000075163:Metallocenes; D003300:Copper; C004998:ferrocene