Palladium-catalyzed iodine-mediated electrophilic annulation of 2-(1-alkynyl)biphenyls with disulfides

J Org Chem. 2013 Feb 1;78(3):1300-5. doi: 10.1021/jo302634n. Epub 2013 Jan 23.

Abstract

A palladium-catalyzed, iodine-mediated electrophilic annulation between 2-(1-alkynyl)biphenyl and disulfide has been developed. With the combination of PdCl(2) and I(2), a variety of 2-(1-alkynyl)biphenyls underwent electrophilic annulations with various disulfides successfully to afford the corresponding 9-sulfenyl phenanthrenes in moderate to excellent yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Biphenyl Compounds / chemistry*
  • Catalysis
  • Disulfides / chemistry*
  • Iodine / chemistry*
  • Molecular Structure
  • Palladium / chemistry*

Substances

  • Alkynes
  • Biphenyl Compounds
  • Disulfides
  • Palladium
  • Iodine