title: Rh(III)-catalyzed C-H activation and double directing group strategy for the regioselective synthesis of naphthyridinones.
abstract: A general Rh(III)-catalyzed synthesis of naphthyridinone derivatives is described. It relies on a double-activation and directing approach leveraging nicotinamide N-oxides as substrates. In general, high yields and selectivities can be achieved using low catalyst loadings and mild conditions (room temperature) in the couplings with alkynes, while alkenes require slightly more elevated temperatures.
authors.affiliation: Chemical Process Research and Development, Amgen Inc. , One Amgen Center Drive, Thousand Oaks, California 91320, United States.
authors.forename: John R
authors.initials: JR
authors.lastname: Huckins
authors.forename: Eric A
authors.initials: EA
authors.lastname: Bercot
authors.forename: Oliver R
authors.initials: OR
authors.lastname: Thiel
authors.forename: Tsang-Lin
authors.initials: TL
authors.lastname: Hwang
authors.forename: Matthew M
authors.initials: MM
authors.lastname: Bio
mesh_terms: D002384:Catalysis; D009287:Naphthyridines / Q000138:chemical synthesis* / Q000737:chemistry; D009536:Niacinamide / Q000031:analogs & derivatives / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D009287:Naphthyridines; D009536:Niacinamide; C037645:nicotinamide N-oxide; D012238:Rhodium