A reiterative approach to 2,3-disubstituted naphthalenes and anthracenes

Daniel M. Bowles, John E. Anthony

Research output: Contribution to journalArticlepeer-review

74 Scopus citations


(formula presented) Simple bis(bromoethynyl)arenediynes are easily prepared by the desilylative halogenation of the corresponding trimethylsilyl derivatives. Cycloaromatization of these halogenated enediynes leads to the otherwise difficult to prepare 2,3-dibromoarenes in good yield. Alkynylation of the resulting haloaromatic compound regenerates the soluble enediyne system, homologated by one aromatic ring. This iterative methodology can be terminated by the cycloaromatization of the unsubstituted enediyne, providing the simple acene hydrocarbon.

Original languageEnglish
Pages (from-to)85-87
Number of pages3
JournalOrganic Letters
Issue number1
StatePublished - Jan 2000

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry


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