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Published on: April 22, 2016
Radical Carbonylation Mediated by Continuous-Flow Visible-Light Photocatalysis: Access to 2,3-Dihydrobenzofurans
Nenad Micic1, Anastasios Polyzos2
1School of Chemistry , The University of Melbourne , Parkville , Victoria 3010 , Australia.
Abstract:
The annulative carbonylation of alkenyl-tethered arenediazonium salts using visible-light photocatalysis in continuous flow is described. The method furnishes a diverse series of novel acetate-functionalized 2,3-dihydrobenzofurans at room temperature and moderate CO pressure (25 atm), delivering these products in a short time with straightforward scale-up. This continuous flow and free-radical approach overcomes the limitation of traditional Pd-catalyzed annulative carbonylation, giving valuable 2,3-dihydrobenzofurans in a predictable and regioselective manner.
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