Regioselective electrophilic access to naphtho[1,2-b:8,7-b']- and -[1,2-b:5,6-b']dithiophenes

J Org Chem. 2013 Apr 5;78(7):3496-502. doi: 10.1021/jo400205j. Epub 2013 Mar 11.

Abstract

A two-step one purification access to dichloronaphtho[1,2-b:8,7-b'] and [1,2-b:5,6-b']dithiophenes using bis-alkylnaphthyl alkynes and phthalimidesulfenyl chloride as starting materials has been developed. The functionalization of the carbon-chlorine bonds allowed further modification of NDT core, broadening the potential of the methodology.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Molecular Structure
  • Naphthols / chemical synthesis*
  • Naphthols / chemistry
  • Stereoisomerism
  • Thiophenes / chemical synthesis*
  • Thiophenes / chemistry

Substances

  • Alkynes
  • Naphthols
  • Thiophenes
  • naphtho(1,2-b-8,7-b')-dithiophene