A facile and rapid route for the synthesis of novel 1,5-substituted tetrazole hydantoins and thiohydantoins via a TMSN 3-Ugi/RNCX cyclization

Federico Medda, Christopher Hulme

Research output: Contribution to journalArticle

21 Scopus citations

Abstract

This Letter describes novel methodology for the rapid assembly of new and biologically appealing 1,5-substituted tetrazole-hydantoins and thiohydantoins. The product of a TMSN 3-Ugi multi-component reaction is treated with an excess of isocyanate or isothiocyanate to generate the final scaffold in moderate to good yields. The applicability of this solution phase methodology to the preparation of a small collection of compounds is discussed.

Original languageEnglish (US)
Pages (from-to)5593-5596
Number of pages4
JournalTetrahedron Letters
Volume53
Issue number42
DOIs
Publication statusPublished - Oct 17 2012

    Fingerprint

Keywords

  • Hydantoin
  • Multi-component reaction
  • Tetrazole
  • Trimethylsilylazide

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this