Palladium-catalyzed domino C-C/C-N coupling using a norbornene template: synthesis of substituted benzomorpholines, phenoxazines, and dihydrodibenzoxazepines.
A rapid, four-step approach to alkyl- and aryl-substituted benzomorpholines is accomplished by a Pd-catalyzed domino C-C/C-N bond coupling using a norbornene template. Extension to phenoxazines and dihydrodibenzoxazepines is presented.
Thansandote
Praew
P
Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, Canada M5S 3H6.
Chong
Eugene
E
Feldmann
Kai-Oliver
KO
Lautens
Mark
M
D048588:Benzoxazines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D015394:Molecular Structure; D009025:Morpholines / Q000138:chemical synthesis* / Q000737:chemistry; D009636:Norbornanes / Q000737:chemistry*; D010078:Oxazines / Q000138:chemical synthesis* / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D048588:Benzoxazines; D009025:Morpholines; D009636:Norbornanes; D010078:Oxazines; D010165:Palladium; C039203:phenoxazine