Potassium Hydroxide/Dimethyl Sulfoxide Superbase-Promoted Transition Metal-Free Synthesis of 2-Substituted Benzothiophenes under Visible Light

Li Gao, Bin Chang, Wenzhao Qiu, Lele Wang, Xianzhi Fu, Rusheng Yuan

Research output: Contribution to journalArticlepeer-review

32 Scopus citations

Abstract

A potassium hydroxide/dimethyl sulfoxide (KOH/DMSO) superbase-promoted method for the synthesis of 2-substituted benzothiophenes has been developed via photoinduced intermolecular annulation of 2-halothioanisoles with terminal alkynes at ambient temperature. The present protocol uses commercially available 2-halothioanisoles as substrates and visible light as energy force, which offers a wide range of benzothiophenes regioselectively in moderate to good yields. Such a facile and effective transformation will provide an environment-friendly approach to the synthesis of benzothiophene derivatives.

Original languageEnglish (US)
Pages (from-to)1202-1207
Number of pages6
JournalAdvanced Synthesis and Catalysis
Volume358
Issue number8
DOIs
StatePublished - Apr 14 2016

Keywords

  • aryl radicals
  • benzothiophenes
  • photoinduced reaction
  • potassium hydroxide/dimethyl sulfoxide (KOH/DMSO) superbase
  • transition metal-free conditions

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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