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Stable Palladium Hydride Catalyzed Intermolecular Hydroamination of Vinylarenes
Author(s) -
Kang OnYu,
Kim Bo Eun,
Park Seong Jun,
Ryu Do Hyun,
Lim Hwan Jung
Publication year - 2018
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201700636
Subject(s) - hydroamination , chemistry , hydride , trifluoromethanesulfonate , catalysis , markovnikov's rule , palladium , ligand (biochemistry) , medicinal chemistry , organic chemistry , polymer chemistry , combinatorial chemistry , metal , regioselectivity , biochemistry , receptor
A stable palladium hydride catalyzed intermolecular hydroamination reaction for vinylarenes has been developed. The metal hydride catalyst was prepared by treating PdLCl 2 (L=ligand) with AgOTf (OTf=trifluoromethanesulfonate) and (EtO) 2 MeSiH as the hydride source. The optimized reaction conditions were employed for the hydroamination of various styrenes with anilines, sulfonamides, and indoles. Chiral ligands such as 2,2′‐bis(diphenylphosphino)‐1,1′‐binaphthyl (BINAP) gave enantioenriched products in good to excellent yields.