Synthesis of substituted azulenes via Pt(II)-Catalyzed ring-expanding cycloisomerization

Kazuteru Usui, Kensuke Tanoue, Kosuke Yamamoto, Takashi Shimizu, Hiroshi Suemune

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18 Citations (Scopus)

Abstract

Substituted azulenes, valuable structures for electronic devices and pharmaceuticals, have been synthesized by the platinum(II)-catalyzed intramolecular ring-expanding cycloisomerization of 1-en-3-yne with ortho-disubstituted benzene. This novel method provides an alternative route for the efficient synthesis of substituted azulenes. The reaction mechanism of selected catalytic transformations was explored using density functional calculations.

Original languageEnglish
Pages (from-to)4662-4665
Number of pages4
JournalOrganic Letters
Volume16
Issue number17
DOIs
Publication statusPublished - Sep 5 2014

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Usui, K., Tanoue, K., Yamamoto, K., Shimizu, T., & Suemune, H. (2014). Synthesis of substituted azulenes via Pt(II)-Catalyzed ring-expanding cycloisomerization. Organic Letters, 16(17), 4662-4665. https://doi.org/10.1021/ol502270q