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. 2018 Aug 3;20(15):4663-4666.
doi: 10.1021/acs.orglett.8b01971. Epub 2018 Jul 20.

Radical Carbonylation Mediated by Continuous-Flow Visible-Light Photocatalysis: Access to 2,3-Dihydrobenzofurans

Nenad Micic  1 , Anastasios Polyzos  2
Affiliations

Radical Carbonylation Mediated by Continuous-Flow Visible-Light Photocatalysis: Access to 2,3-Dihydrobenzofurans

Nenad Micic et al. Org Lett. .

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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