A novel three-component reaction toward dihydrooxazolopyridines.
Isocyano dihydropyridones accessible via a recently reported multicomponent reaction react with aldehydes and amines to afford dihydrooxazolopyridines in high yield. The scope and limitations of this novel multicomponent reaction were investigated. The efficient combination of two highly variable multicomponent reactions allows the construction of a very broad range of dihydrooxazolopyridines, an unexplored class of bicyclic compounds. The implications of the observed reactivity profile for the mechanism of this multicomponent reaction are discussed.
Scheffelaar
Rachel
R
Department of Chemistry and Pharmaceutical Sciences, Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands.
Paravidino
Monica
M
Muilwijk
Daan
D
Lutz
Martin
M
Spek
Anthony L
AL
de Kanter
Frans J J
FJ
Orru
Romano V A
RV
Ruijter
Eelco
E
D018360:Crystallography, X-Ray; D007659:Ketones / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D009570:Nitriles / Q000737:chemistry; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry; D011728:Pyridones / Q000737:chemistry
D007659:Ketones; D009570:Nitriles; D010080:Oxazoles; D011725:Pyridines; D011728:Pyridones