Synthesis of strained pyridine-containing cyclyne via reductive aromatization

Koji Miki, Michiyasu Fujita, Yuki Inoue, Yoshinori Senda, Toshiyuki Kowada, Kouichi Ohe

Research output: Contribution to journalArticlepeer-review

38 Citations (Scopus)

Abstract

The Sonogashira-Hagihara coupling reactions of 2,6-diiodopyridine and cis-3,6-diethynyl-3,6-dimethoxycyclohexa-1,4-diene or cis-9,10-diethynyl-9,10- dimethoxy-9,10-dihydroanthracene gave macrocyclic compounds having alternating 2,6-diethynylpyridine and 3,6-dimethoxycyclohexa-1,4-diene segments. Transformation of the C3-symmetric 2,6-diethynylpyridine-based cyclotrimer was efficiently achieved using tin-mediated reductive aromatization under mild conditions.

Original languageEnglish
Pages (from-to)3537-3540
Number of pages4
JournalJournal of Organic Chemistry
Volume75
Issue number10
DOIs
Publication statusPublished - 2010 May 21
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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