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 › peer-review

9 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

ASJC Scopus subject areas

Organic Chemistry

Access to Document

10.1021/jo200924y

Cite this

@article{501e7861c06944989cfad0bb0e53552b,

title = "Synthesis of spiro-fused pyrazolidoylisoxazolines",

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.",

author = "Guggenheim, {Kathryn G.} and Butler, {Jeffrey D.} and Painter, {Phillip P.} and Lorsbach, {Beth A.} and Tantillo, {Dean J.} and Kurth, {Mark J.}",

year = "2011",

month = jul,

day = "15",

doi = "10.1021/jo200924y",

language = "English (US)",

volume = "76",

pages = "5803--5812",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "14",

}

TY - JOUR

T1 - Synthesis of spiro-fused pyrazolidoylisoxazolines

AU - Guggenheim, Kathryn G.

AU - Butler, Jeffrey D.

AU - Painter, Phillip P.

AU - Lorsbach, Beth A.

AU - Tantillo, Dean J.

AU - Kurth, Mark J.

PY - 2011/7/15

Y1 - 2011/7/15

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=79960158651&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=79960158651&partnerID=8YFLogxK

U2 - 10.1021/jo200924y

DO - 10.1021/jo200924y

M3 - Article

C2 - 21650164

AN - SCOPUS:79960158651

VL - 76

SP - 5803

EP - 5812

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 14

ER -

Synthesis of spiro-fused pyrazolidoylisoxazolines

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this