Synthesis of spiro-fused pyrazolidoylisoxazolines

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

doi:10.1021/jo200924y

Synthesis of spiro-fused pyrazolidoylisoxazolines

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

Chemistry

Research output: Contribution to journal › Article

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 language	English (US)
Pages (from-to)	5803-5812
Number of pages	10
Journal	Journal of Organic Chemistry
Volume	76
Issue number	14
DOIs	https://doi.org/10.1021/jo200924y
State	Published - 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

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AU - Painter, Phillip P.

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AU - Tantillo, Dean J.

AU - Kurth, Mark J.

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Access to Document

10.1021/jo200924y