Mechanistic insight into the aromatization of cyclic p-quinonemethides to indoles

Tushar A. Kshirsagar, Laurence H. Hurley

Research output: Contribution to journalArticle

1 Scopus citations

Abstract

Two mechanisms have been previously proposed for the aromatization of cyclic p-quinonemethides to indoles. A novel synthetic route to indoles via an unstable cyclic p-quinonemethide has provided additional insight into the mechanism of cyclization. Since this key intermediate lacks the functional groups required for one of the mechanistic pathways (Pathway B), it appears that cyclization occurs via Pathway A.

Original languageEnglish (US)
Pages (from-to)185-189
Number of pages5
JournalHeterocycles
Volume51
Issue number1
StatePublished - Jan 1 1999
Externally publishedYes

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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