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

Formation of amides, acids, and thioesters are readily fashioned from precursor aryl/heteroaryl halides under micellar catalysis conditions using W­(CO)6 as a source of carbon monoxide. Loadings of ligated palladium catalysts are usually in the 0.5 mol % range. Yields with iodides tended to be highe...

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Bibliographic Details
Published in:ACS catalysis 2023-09, Vol.13 (18), p.12383-12390
Main Authors: Caravez, Juan C., Wong, Madison J., Kavthe, Rahul D., Takale, Balaram S., Lipshutz, Bruce H.
Format: Article
Language:English
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Summary:Formation of amides, acids, and thioesters are readily fashioned from precursor aryl/heteroaryl halides under micellar catalysis conditions using W­(CO)6 as 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.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.3c01757