Rapid and efficient copper-catalyzed Finkelstein reaction of (hetero)aromatics under continuous-flow conditions

Angew Chem Int Ed Engl. 2015 Jan 2;54(1):263-6. doi: 10.1002/anie.201409595. Epub 2014 Nov 6.

Abstract

A general, rapid, and efficient method for the copper-catalyzed Finkelstein reaction of (hetero)aromatics has been developed using continuous flow to generate a variety of aryl iodides. The described method can tolerate a broad spectrum of functional groups, including N-H and O-H groups. Additionally, in lieu of isolation, the aryl iodide solutions were used in two distinct multistep continuous-flow processes (amidation and Mg-I exchange/nucleophilic addition) to demonstrate the flexibility of this method.

Keywords: copper; cross-coupling; flow chemistry; synthetic methods.