Synthesis of Novel Benzothiophene Derivatives via Cyclization Reactions

Hama A. K., Algso M. A. S., Kavak E., Kivrak A.

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, vol.56, no.7, pp.1272-1278, 2020 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 56 Issue: 7
  • Publication Date: 2020
  • Doi Number: 10.1134/s1070428020070222
  • Journal Name: RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier
  • Page Numbers: pp.1272-1278
  • Van Yüzüncü Yıl University Affiliated: Yes

Abstract

The Sonogashira cross coupling reaction of 2-bromo-5-(4-methoxyphenyl)thiophene and 1-ethynyl-2-(methylsulfanyl)benzene gave 2-(4-methoxyphenyl)-5-{[2-(methylsulfanyl)phenyl]ethynyl}thiophene which was subjected to electrophilic cyclization by the action of iodine to obtain 3-iodo-2-[5-(4-methoxyphenyl)thiophen-2-yl]-1-benzothiophene. Stille and Sonogashira coupling reactions of the latter afforded a series of new 3-substituted 2-[5-(4-methoxyphenyl)thiophen-2-yl]-1-benzothiophene derivatives of potential pharmacological interest.