Synthesis of spiro-fused pyrazolidoylisoxazolines

Kathryn G. Guggenheim, Jeffrey D. Butler, Phillip P. Painter, Beth A. Lorsbach, Dean J. Tantillo, Mark J. Kurth

Research output: Contribution to journalArticle

8 Scopus citations

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.

Original languageEnglish (US)
Pages (from-to)5803-5812
Number of pages10
JournalJournal of Organic Chemistry
Volume76
Issue number14
DOIs
StatePublished - Jul 15 2011

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ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Guggenheim, K. G., Butler, J. D., Painter, P. P., Lorsbach, B. A., Tantillo, D. J., & Kurth, M. J. (2011). Synthesis of spiro-fused pyrazolidoylisoxazolines. Journal of Organic Chemistry, 76(14), 5803-5812. https://doi.org/10.1021/jo200924y