A novel protocol for construction of indolylmethyl group at aldehydes or ketones

H. Tokuyama, M. Watanabe, Y. Hayashi, T. Kurokawa, G. Peng, T. Fukuyama

Research output: Contribution to journalArticlepeer-review

36 Citations (Scopus)

Abstract

A new method for introduction of indolylmethyl group to aldehydes or ketones using diethyl (o-isocyanophenylmethyl) phosphonate through Horner-Wadsworth-Emmons condensation, thiolmediated radical cyclization, and the subsequent desulfurization is described. The Horner-Wadsworth-Emmons reagent was prepared from 2-nitrobenzaldehyde in a concise three-step sequence.

Original languageEnglish
Pages (from-to)1403-1406
Number of pages4
JournalSynlett
Issue number9
DOIs
Publication statusPublished - 2001 Jan 1
Externally publishedYes

Keywords

  • 2-Alkenylphenyl isocyanides
  • 3-Substituted indoles
  • Diethyl (o-isocyanophenylmethyl) phosphonate
  • Horner-Wadsworth-Emmons condensation
  • Thiol-mediated radical cyclization

ASJC Scopus subject areas

  • Organic Chemistry

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