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

作者:Czyz M L; Weragoda G K; Monaghan R; Connell T U; Brzozowski M; Scully A D; Burton J; Lupton D W; Polyzos A
来源:Organic and Biomolecular Chemistry, 2018, 16(9): 1543-1551.
DOI:10.1039/c8ob00238j

摘要

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.

  • 出版日期2018-3-7