title: Unique tandem Heck-lactamization naphthyridinone ring formation between acrylanilides and halogenated pyridines.
abstract: The Heck coupling of acrylanilides with 4-bromo-2-chloro-3-iodo-pyridine using palladium acetate can produce bis-Heck products or undergo an unusual tandem Heck-lactamization ring formation to generate 5-chloro-1-aryl-1,6-naphthyridin-2(1H)-ones.
authors.affiliation: Merck Research Laboratories, Merck & Co., Inc., P.O. Box 2000, Rahway, New Jersey 07065, USA. raymond_cvetovich@merck.com
authors.forename: Raymond J
authors.initials: RJ
authors.lastname: Cvetovich
authors.forename: Robert A
authors.initials: RA
authors.lastname: Reamer
authors.forename: Lisa
authors.initials: L
authors.lastname: DiMichele
authors.forename: John Y L
authors.initials: JY
authors.lastname: Chung
authors.forename: Jennifer R
authors.initials: JR
authors.lastname: Chilenski
mesh_terms: D000813:Anilides / Q000737:chemistry*; D003500:Cyclization; D006219:Halogens / Q000737:chemistry* / Q000378:metabolism; D007769:Lactams / Q000737:chemistry*; D015394:Molecular Structure; D009287:Naphthyridines / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry* / Q000378:metabolism
chemical_list: D000813:Anilides; D006219:Halogens; D007769:Lactams; D009287:Naphthyridines; D011725:Pyridines; D010165:Palladium