Hydrazine-mediated cyclization of Ugi products to synthesize novel 3-hydroxypyrazoles

Arthur Y. Shaw, Jonathan A. McLaren, Gary S. Nichol, Christopher Hulme

Research output: Contribution to journalArticle

16 Scopus citations

Abstract

This report discloses a novel concise synthesis of a series of 3-hydroxypyrazoles 5 via a tandem Ugi/debenzylation /hydrazine-mediated cyclization sequence. Herein, n-butyl isocyanide 4b was utilized as an alternative to classical convertible isocyanides enabling high yielding hydrazine-mediated cyclization. Taken together, a novel class of 3-hydroxypyrazoles 5a-5i was synthesized with a potential to be of interest in future library enrichment strategies.

Original languageEnglish (US)
Pages (from-to)2592-2594
Number of pages3
JournalTetrahedron Letters
Volume53
Issue number21
DOIs
StatePublished - May 23 2012

Keywords

  • 3-Hydroxypyrazole
  • Hydrazine-mediated cyclization
  • Multicomponent reaction
  • Ugi reaction

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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