Synthesis of spiro-fused pyrazolidoylisoxazolines

J Org Chem. 2011 Jul 15;76(14):5803-12. doi: 10.1021/jo200924y. Epub 2011 Jun 22.

Abstract

Routes to structurally unique spiro-fused pyrazolidoylisoxazolines are reported. These methods start with monosubstituted hydrazines or hydrazides and utilize the nitrile oxide 1,3-dipolar cycloaddition reaction to generate the targeted spiro-fused bis-heterocycles. Molecular shape space diversity analyses were performed on these pyrazolidoylisoxazolines showing that manipulation of the appended R groups significantly changes the molecular shape.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Cyclization
  • Isoxazoles / chemical synthesis*
  • Isoxazoles / chemistry
  • Molecular Structure
  • Spiro Compounds / chemistry*
  • Stereoisomerism

Substances

  • Isoxazoles
  • Spiro Compounds