Chlorinated arenes and heteroarenes serve as valuable intermediates and end-targets in a wide variety of synthetic applications. Chlorination using relatively stable and widely available “N-Cl” reagents such as N-chlorosuccinimide (NCS) typically requires activation with a strong Bronsted or Lewis acid. Our research group has recently developed a photoredox, visible-light-promoted approach to amplify the electrophilicity of N-chlorosuccinimide (NCS) without the need for acidic conditions. Our progress toward the discovery of an organic dye photocatalyst for use with NCS and the subsequent optimization of reaction conditions with regard to arene and heteroarene chlorination will be presented.

Visible-light photoredox chlorination of aromatic compounds using N-chlorosuccinimide and an organic dye photocatalyst

2019 Spring National Meeting

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