Regioselective Synthesis of Naphthothiophenes by Pd CatalyzedCross-Coupling Reactions and Alkyne-Carbonyl Metathesis

Naphthothiophenes were prepared from commer-cially available 2,3-dibromothiophenes in two steps by one-potSuzuki/Sonogashira or Sonogashira/Suzuki coupling reactions,followed by intramolecular alkyne-carbonyl-metathesis reactions.Thefinal cyclization reaction proceeds in the presence ofp-toluenesulfonic acid and provides a rapid access to two series ofisomeric naphthothiophenes.

Automated summary

In this study, two series of isomeric naphthothiophenes were prepared through a simple two-step reaction.