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.
Multicomponent synthesis of dihydrobenzoxazepinones by coupling Ugi and Mitsunobu reactions
BANFI, LUCA;BASSO, ANDREA;GUANTI, GIUSEPPE;RIVA, RENATA
2006-01-01
Abstract
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.
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