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Rhodium‐Catalyzed Cascade Reaction: Aryl Addition/Intramolecular Esterification to Access 3‐Aryl and 3‐Alkenyl Phthalides
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Citations
36
References
2010
Year
Cross-coupling ReactionEngineeringAryl Addition/intramolecular EsterificationRhodium-catalyzed AdditionOrganic ChemistryCascade ReactionOrganometallic CatalysisCatalysisChemistryAlkenyl Boronic Acids3-Alkenyl PhthalidesDerivative (Chemistry)Synthetic ChemistryBiomolecular Engineering
First one and then the other: A rhodium-catalyzed addition of aryl and alkenyl boronic acids to phthalaldehyde and subsequent intramolecular esterification is described (see scheme; cod=1,5-cyclooctadiene, dppb=1,4-bis(diphenylphosphino)butane). The method is facile and practical for accessing 3-aryl and 3-alkenyl phthalides in moderate to good yields. Several functional groups are tolerated under the reaction conditions.
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