A new facile method for preparation of heterocyclic α-iminonitriles and α-oxoacetic acid from heterocyclic aldehydes, p-aminophenol, and sodium cyanide

Branko S. Jursic, Frederic Douelle, Katherine Bowdy, Edwin D. Stevens

Research output: Contribution to journalArticlepeer-review

Abstract

Very efficient, simple, and high yield procedures for the transformation of heterocyclic aldehydes into heterocyclic methylidene-p-hydroxyanilines, heterocyclic α-iminonitriles, and finally into heterocyclic α-oxoacetic acids were described. Considering that many of these compounds have biological activity, the synthetic methodology was optimized using readily available, inexpensive starting materials, and the purification of the product involved only simple crystallization.

Original languageEnglish (US)
Pages (from-to)5361-5365
Number of pages5
JournalTetrahedron Letters
Volume43
Issue number30
DOIs
StatePublished - Jul 22 2002
Externally publishedYes

Keywords

  • Heterocyclic benzylideneanilines
  • Schiff bases
  • α-iminonitriles
  • α-ketoacids
  • α-oxoacetic acids

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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