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Chem Commun (Camb). 2017 Jun 22;53(51):6895-6898. doi: 10.1039/c7cc02763j.

Palladium and visible-light mediated carbonylative Suzuki-Miyaura coupling of unactivated alkyl halides and aryl boronic acids.

Chemical communications (Cambridge, England)

Sara Roslin, Luke R Odell

Affiliations

  1. Organic Pharmaceutical Chemistry, Department of Medicinal Chemistry, Uppsala Biomedical Center, Uppsala University, P. O. Box 574, SE-751 23, Uppsala, Sweden. [email protected].

PMID: 28607963 DOI: 10.1039/c7cc02763j

Abstract

Herein, a simple and efficient method for the palladium-catalyzed carbonylation of aryl boronic acids with unactivated alkyl iodides and bromides under visible-light irradiation, ambient temperature and low CO-pressure is presented. Notably, the procedure uses readily available equipment and an inexpensive palladium catalyst to generate the key alkyl radical intermediate. These mild conditions enabled the synthesis of a range of functionalized aryl alkyl ketones including the antipsychotic drug, melperone.

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