MCRs reshaped into a switchable microwave-assisted protocol toward 5-aminoimidazoles and dihydrotriazines

Christan E. Bell, Arthur Y. Shaw, Fabio De Moliner, Christopher Hulme

Research output: Contribution to journalArticle

18 Scopus citations

Abstract

A tunable microwave-assisted protocol for the synthesis of two biologically relevant families of heterocycles has been designed. Via a simple switch of reaction conditions, the same starting materials can be engaged in either an improved synthesis of the dihydrotriazine scaffold or a novel, first-in-class MCR to render the challenging 5-aminoimidazole nucleus in a single step. An additional first-in-class MCR is also reported utilizing guanidines to afford 2,5-aminoimidazoles.

Original languageEnglish (US)
Pages (from-to)54-59
Number of pages6
JournalTetrahedron
Volume70
Issue number1
DOIs
StatePublished - Jan 7 2014

Keywords

  • Imidazole
  • Multicomponent reaction
  • Strecker
  • Trimethylsilyl cyanide

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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