title: Palladium(II)-catalyzed regioselective arylation of naphthylamides with aryl iodides utilizing a quinolinamide bidentate system.
abstract: A palladium(II)-catalyzed quinolinamide-directed 8-arylation of 1-naphthylamides with aryl iodides is reported. The bidentate directing group (quinolinamide) proved to be crucial for a highly regioselective transformation. In addition, the amide directing group can be easily hydrolyzed under basic conditions to offer a range of 8-aryl-1-naphthylamine derivatives. The theoretical calculations suggest that the C-H arylation reaction proceeds through a sequential C-H activation/oxidative addition pathway.
authors: Zhejiang Key Laboratory of Alternative Technologies for Fine Chemicals Process, Institute of Applied Chemistry, Shaoxing University, Shaoxing, Zhejiang Province 312000, People's Republic of China.
authors: Lehao
authors: L
authors: Huang
authors: Qian
authors: Q
authors: Li
authors: Chen
authors: C
authors: Wang
authors: Chenze
authors: C
authors: Qi
mesh_terms: D015057:1-Naphthylamine / Q000138:chemical synthesis* / Q000737:chemistry; D000634:Aminoquinolines / Q000737:chemistry*; D002384:Catalysis; D006847:Hydrocarbons, Iodinated / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000634:Aminoquinolines; D006847:Hydrocarbons, Iodinated; D009281:Naphthalenes; D009942:Organometallic Compounds; D010165:Palladium; D015057:1-Naphthylamine