Regio-controlled synthesis of N-substituted imidazoles

Ning Xi, Shimin Xu, Yuan Cheng, Andrew S. Tasker, Randall W. Hungate, Paul J. Reider

Research output: Contribution to journalArticle

12 Scopus citations

Abstract

A regio-specific synthesis of N-substituted imidazoles is described. Readily available α-amino acids are converted to α-aminocarbonyl derivatives and reacted with various isothiocyanates to give N-substituted cyclic thioureas. Oxidative or reductive desulfurization of the cyclic thioureas affords structurally diversified imidazoles in good to excellent yields.

Original languageEnglish (US)
Pages (from-to)7315-7319
Number of pages5
JournalTetrahedron Letters
Volume46
Issue number43
DOIs
StatePublished - Oct 24 2005
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Keywords

  • Amino acids
  • Cyclic thioureas
  • Imidazoles
  • Regio-controlled synthesis

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