The preparation of perfluoroaryl substituted isoxazoles via nucleophilic aromatic substitution with lithioalkylisoxazoles

Xiongbing Xia; Gary Knerr; N. R. Natale

doi:10.1002/jhet.5570290539

The preparation of perfluoroaryl substituted isoxazoles via nucleophilic aromatic substitution with lithioalkylisoxazoles

Xiongbing Xia, Gary Knerr, N. R. Natale

University of Idaho

Research output: Contribution to journal › Article › peer-review

1 Scopus citations

Abstract

The lithioalkylisoxazoles obtained from C‐5 lateral metalation of alkylisoxazoles, 1, add to hexafluorobenzene. When the C‐4 substituent was an electron withdrawing tertiary amide moiety, the yields were highest for mono‐perfluoroarylation to give 5‐pentafluorophenylmethylisoxazoles, 2.

Original language	English
Pages (from-to)	1297-1299
Number of pages	3
Journal	Journal of Heterocyclic Chemistry
Volume	29
Issue number	5
DOIs	https://doi.org/10.1002/jhet.5570290539
State	Published - 1992

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@article{228fc4038ee446f4af762409f186ebe9,

title = "The preparation of perfluoroaryl substituted isoxazoles via nucleophilic aromatic substitution with lithioalkylisoxazoles",

abstract = "The lithioalkylisoxazoles obtained from C‐5 lateral metalation of alkylisoxazoles, 1, add to hexafluorobenzene. When the C‐4 substituent was an electron withdrawing tertiary amide moiety, the yields were highest for mono‐perfluoroarylation to give 5‐pentafluorophenylmethylisoxazoles, 2.",

author = "Xiongbing Xia and Gary Knerr and Natale, {N. R.}",

year = "1992",

doi = "10.1002/jhet.5570290539",

language = "English",

volume = "29",

pages = "1297--1299",

journal = "Journal of Heterocyclic Chemistry",

issn = "0022-152X",

publisher = "John Wiley and Sons Inc.",

number = "5",

}

TY - JOUR

T1 - The preparation of perfluoroaryl substituted isoxazoles via nucleophilic aromatic substitution with lithioalkylisoxazoles

AU - Xia, Xiongbing

AU - Knerr, Gary

AU - Natale, N. R.

PY - 1992

Y1 - 1992

N2 - The lithioalkylisoxazoles obtained from C‐5 lateral metalation of alkylisoxazoles, 1, add to hexafluorobenzene. When the C‐4 substituent was an electron withdrawing tertiary amide moiety, the yields were highest for mono‐perfluoroarylation to give 5‐pentafluorophenylmethylisoxazoles, 2.

AB - The lithioalkylisoxazoles obtained from C‐5 lateral metalation of alkylisoxazoles, 1, add to hexafluorobenzene. When the C‐4 substituent was an electron withdrawing tertiary amide moiety, the yields were highest for mono‐perfluoroarylation to give 5‐pentafluorophenylmethylisoxazoles, 2.

UR - http://www.scopus.com/inward/record.url?scp=84949878397&partnerID=8YFLogxK

U2 - 10.1002/jhet.5570290539

DO - 10.1002/jhet.5570290539

M3 - Article

AN - SCOPUS:84949878397

SN - 0022-152X

VL - 29

SP - 1297

EP - 1299

JO - Journal of Heterocyclic Chemistry

JF - Journal of Heterocyclic Chemistry

IS - 5

ER -

The preparation of perfluoroaryl substituted isoxazoles via nucleophilic aromatic substitution with lithioalkylisoxazoles

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