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: splunke1
its.jnj.com
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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Abstract
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
