Abstract
Employing a photocatalyst system based on copper and BINAP, visible light-mediated perfluoroalkylative carbonylation of unactivated alkenes has been developed. The method enables a photo-promoted perfluoroalkyl radical addition-carbon monoxide insertion-coupling cascade approach to functionalized β-perfluoroalkyl carbonyl compounds. Various substrates, including alkenes, perfluoroalkyl halides, and nucleophiles (including phenols, alcohols, and amines) are suitable for this tandem procedure, providing more than 70 examples of valuable β-perfluoroalkyl esters and amides with good functional-group tolerance and excellent chemo- and regioselectivity. In addition, late-stage perfluoroalkylative carbonylation of several pharmaceutical and bioactive molecules has been successfully achieved as well.
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