Facile access to condensed arenothiophenes - Preparation of dihydrophenanthrothiophenes and dihydrophenanthro[1]benzothiophenes

Masataka Watanabe, Taisuke Matsumoto, Shuntaro Mataka, Thies Thiemann

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

4-Bromo-3-formyl-1,2-dihydronaphthalenes undergo Suzuki cross coupling and Wittig olefination reaction in a one pot procedure. The trienes obtained can be cyclised thermally under concomitant dehydrogenation to dihydrophenanthrothiophenes and dihydrophenanthro[1]benzothiophenes. An X-ray crystal structural analysis was carried out for ethyl (E)-3-[1-(1-benzothiophen- 3-yl)-3,4-dihydro-2-naphthyl]propenoate.

Original languageEnglish
Pages (from-to)564-571
Number of pages8
JournalJournal of Chemical Research
Issue number9
DOIs
Publication statusPublished - Sep 2005
Externally publishedYes

Keywords

  • Electrocyclisation
  • One pot reaction
  • Suzuki coupling
  • Trienes
  • Wittig-olefination
  • X-ray crystal structure

ASJC Scopus subject areas

  • Chemistry(all)

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