Visible light promoted photoredox C(sp3)-H bond functionalization of tetrahydroisoquinolines in flow

Org Biomol Chem. 2021 Mar 28;19(12):2668-2675. doi: 10.1039/d0ob02582h. Epub 2021 Mar 5.

Abstract

A merger of organocatalysis and visible light photoredox catalysis performed in flow allowed access to a wide range of functionalized N-aryl-substituted tetrahydroisoquinolines (THIQs) in a formal C-H oxidation/Mannich reaction. Strecker type functionalization and copper-catalyzed alkynylation of several N-aryl-substituted THIQs were also successfully performed in flow, giving valuable products with high efficiencies. The use of custom-made porous polymeric type microreactors proved to be crucial regarding the C-H oxidation step and overall reaction performance.

Publication types

  • Research Support, Non-U.S. Gov't