Pd-Catalyzed Carbonylations of Aryl/Heteroaryl Halides in Aqueous Micellar Media

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Abstract

Formation of amides, acids, and thioesters are readily fashioned from precursor aryl/heteroaryl halides under micellar catalysis conditions using W(CO)6as a source of carbon monoxide. Loadings of ligated palladium catalysts are usually in the 0.5 mol % range. Yields with iodides tended to be higher than those using bromides. Applications to targets in the pharmaceutical industry are demonstrated, as are cases from the Merck Informer Library. Both E Factor calculations and options for recycling the aqueous reaction medium are presented.

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Caravez, J. C., Wong, M. J., Kavthe, R. D., Takale, B. S., & Lipshutz, B. H. (2023). Pd-Catalyzed Carbonylations of Aryl/Heteroaryl Halides in Aqueous Micellar Media. ACS Catalysis, 13(18), 12383–12390. https://doi.org/10.1021/acscatal.3c01757

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