Synthesis of Octaaryl Naphthalenes and Anthracenes with Different Substituents

Shin Suzuki, Kenichiro Itami, Junichiro Yamaguchi

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)

Abstract

A synthesis of multiply arylated naphthalenes and anthracenes with eight different substituents has been accomplished. The key intermediates are tetraarylthiophene S-oxides, which are synthesized through a method involving sequential C−H arylation and cross-coupling from 3-methoxythiophene, followed by oxidation of the sulfur atom. The resulting tetraarylthiophene S-oxides can be converted into a tetraaryl benzynes or naphthalynes and then merged through [4+2] cycloaddition reaction with another tetraarylthiophene S-oxide, thereby resulting in the programmed synthesis of octaarylnaphthalenes and octaarylanthracenes.

Original languageEnglish
Pages (from-to)15010-15013
Number of pages4
JournalAngewandte Chemie - International Edition
Volume56
Issue number47
DOIs
Publication statusPublished - 2017 Nov 20

Keywords

  • arenes
  • arynes
  • cycloaddition
  • molecular diversity
  • polycycles

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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