Multicomponent synthesis of dihydrobenzoxazepinones by coupling Ugi and Mitsunobu reactions.
Various dihydrobenzo[f][1,4]oxazepin-5-ones have been convergently prepared in 2-3 steps by coupling Ugi and Mitsunobu reactions. Two alternative methodologies were used: in the first one the Ugi condensation was followed by a Mitsunobu cyclization (2 steps); in the second one an intermolecular Mitsunobu reaction was followed by a deprotection step and then by an intramolecular Ugi reaction. Also a "convertible" isocyanide was used.
Banfi
Luca
L
Department of Chemistry and Industrial Chemistry, via Dode- caneso 31, 16146, Genova, Italy. banfi@chimica.unige.it
Guanti
Andrea Basso Giuseppe
AB
Lecinska
Paulina
P
Riva
Renata
R
D003500:Cyclization; D015394:Molecular Structure; D010077:Oxazepines / Q000138:chemical synthesis* / Q000737:chemistry; D010078:Oxazines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D010077:Oxazepines; D010078:Oxazines