Electrochemical Synthesis of Dibenzothiophenes via Intramolecular C-S Cyclization with a Halogen Mediator

Org Lett. 2022 Nov 25;24(46):8547-8552. doi: 10.1021/acs.orglett.2c03574. Epub 2022 Nov 11.

Abstract

Electrochemical synthesis of dibenzothiophene derivatives was achieved. Several bis(biaryl) disulfides are efficiently converted to dibenzothiophenes by electrochemical oxidation. The use of Bu4NBr as a halogen mediator was essential, and wide varieties of dibenzothiophene derivatives were obtained in good yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclization
  • Halogens*
  • Oxidation-Reduction
  • Thiophenes* / chemistry

Substances

  • dibenzothiophene
  • Halogens
  • Thiophenes
  • tetrabutylammonium