Regioselective halogenations and subsequent Suzuki-Miyaura coupling onto bicyclic 2-pyridones.
A selective synthesis of 6-bromo-8-iodo dihydro thiazolo ring-fused 2-pyridones is described. These halogenated 2-pyridones are selectively arylated by sequential Suzuki-Miyaura couplings. This approach can advantageously be used to synthesize focused libraries of substituted ring-fused 2-pyridones, a class of compounds with novel antibacterial properties.
Bengtsson
Christoffer
C
Department of Chemistry, Umeå University, SE-901 80 Umeå, Sweden.
Almqvist
Fredrik
F
D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D054879:Halogenation; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011728:Pyridones / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D019086:Bridged Bicyclo Compounds, Heterocyclic; D011728:Pyridones