The Journal of Organic Chemistry

Palladium-catalyzed cyclocarbonylation of o-iodophenols and 2-hydroxy-3-iodopyridine with heterocumulenes: regioselective synthesis of benzo [e]-1, 3-oxazin-4-one …

C Larksarp, H Alper

Index: Larksarp, Chitchamai; Alper, Howard Journal of Organic Chemistry, 1999 , vol. 64, # 25 p. 9194 - 9200

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Citation Number: 34

Abstract

Benzo [e]-1, 3-oxazin-2-imine-4-ones (3) were synthesized by cyclocarbonylation of o- iodophenols with carbodiimides in the presence of a catalytic amount of a palladium catalyst and 1, 4-bis (diphenylphosphino) butane under CO pressure. Product yields are dependent on the nature of the substrate, catalyst, solvent, and base as well as phosphine ligand. Reaction of o-iodophenols with unsymmetrical carbodiimides affords benzo [e]-1, 3-oxazin ...

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