Microwave-enhanced and metal-catalyzed functionalizations of the 4-aryl-dihydropyrimidone template.
Progress in organometallic catalysis and recent advancements in the development of carbonylative reaction protocols without direct use of carbon monoxide have been utilized for efficient functionalizations of 4-aryl-dihydropyrimidone structures. The use of modern microwave technology enabled both high reaction rates and convenient handling. Examples of palladium-catalyzed cross-couplings, Heck reactions, amino- and alkoxycarbonylations, and direct N-amidations of 4-(bromophenyl)-dihydropyrimidones were performed. Further, the first N3-arylations of the dihydropyrimidone ring system were successfully completed using the copper-catalyzed Goldberg reaction. Altogether, these protocols provide new tools for rapid generation of novel and diverse dihydropyrimidone derivatives.
Wannberg
Johan
J
Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry, BMC, Uppsala University, Box 574, SE-751 23 Uppsala, Sweden.
Dallinger
Doris
D
Kappe
C Oliver
CO
Larhed
Mats
M
D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D008670:Metals / Q000737:chemistry*; D008872:Microwaves; D008958:Models, Molecular; D015394:Molecular Structure; D011744:Pyrimidinones / Q000737:chemistry*
D008670:Metals; D011744:Pyrimidinones