Rapid synthesis of crowded aromatic architectures from silyl acetylenes

Samuel J. Hein, Hasan Arslan, Ivan Keresztes, William R. Dichtel*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

31 Scopus citations

Abstract

Congested aromatic systems were prepared by benzannulating silyl-protected arylacetylenes. The silyl groups may be retained in the naphthalene products and transformed into iodides in high yield. The desirable attributes of this strategy, particularly its remarkable tolerance of sterically hindered alkynes, are showcased in the efficient synthesis of a congested, branched oligo(naphthalene). As such, benzannulations of diaryl and silyl-protected acetylenes show outstanding promise for accessing new aromatic architectures.

Original languageEnglish (US)
Pages (from-to)4416-4419
Number of pages4
JournalOrganic Letters
Volume16
Issue number17
DOIs
StatePublished - Sep 5 2014

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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