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Synthesis of 4-Alkylated Isocoumarins via Pd-Catalyzed α-Arylation Reaction

Shane Plunkett*, Lindsey G. DeRatt, Scott D. Kuduk and Jaume Balsells

*Discovery Process Research, Janssen R&D, 1400 McKean Road, Spring House, Pennsylvania 19477, United States, Email:

S. Plunkett, L. G. DeRatt, S. D. Kuduk, J. Balsells, Org. Lett., 2020, 22, 7662-7666.

DOI: 10.1021/acs.orglett.0c02851

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A Pd-catalyzed α-arylation of aldehydes with 2-halobenzoic esters followed by a spontaneous intramolecular cyclization provides substituted 4-alkylated isocoumarins rapidly in one step from commercial starting materials. The use of both cyclic and linear ketones as well as transformations of the isocoumarin core are also demonstrated.

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Key Words


ID: J54-Y2020