Photocatalyst-free hypervalent iodine reagent catalyzed decarboxylative acylarylation of acrylamides with α-oxocarboxylic acids driven by visible-light irradiation?

Chemical Communications Pub Date: 2015-11-30 DOI: 10.1039/C5CC08253F

Abstract

A hypervalent iodine(III) reagent catalyzed carbonylarylation of acrylamides with α-oxocarboxylic acids driven by visible-light without a photoredox catalyst has been developed. The reactions generate the corresponding products in good yields at room temperature. Experiments indicate that a blue LED (450–455 nm) is the most effective energy for the cleavage of the oxygen–iodine bond to initiate the reaction. Mechanistic studies further demonstrate that the reaction undergoes a cascade decarboxylative radical addition/cyclization process along with releasing CO2 and H2.

Graphical abstract: Photocatalyst-free hypervalent iodine reagent catalyzed decarboxylative acylarylation of acrylamides with α-oxocarboxylic acids driven by visible-light irradiation
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