A visible-light photocatalytic thiolation of aryl, heteroaryl and vinyl iodides?

Organic & Biomolecular Chemistry Pub Date: 2018-02-12 DOI: 10.1039/C8OB00238J

Abstract

The general catalytic synthesis of aryl and vinyl thioethers from readily available halides remains a challenge. Herein we report a unified method for the thiolation of aryl and vinyl iodides with dialkyl disulfides using visible light photoredox catalysis. A range of thioether products bearing diverse functional groups can be accessed in high yield and with excellent chemoselectivity. We demonstrate the versatility of this method through the expedient synthesis of a family of thioether-rich natural products. A detailed investigation of the photocatalytic mechanism is presented from both steady-state and time-resolved luminescent quenching as well as transient absorption spectroscopy experiments.

Graphical abstract: A visible-light photocatalytic thiolation of aryl, heteroaryl and vinyl iodides
Recommended Literature