Nucleophilic aromatic substitution with the anion of 3,5‐disubstituted isoxazole‐4‐carboxylic acids

Michael D. Mosher; Nicholas R. Natale

doi:10.1002/jhet.5570320447

Nucleophilic aromatic substitution with the anion of 3,5‐disubstituted isoxazole‐4‐carboxylic acids

Michael D. Mosher, Nicholas R. Natale

University of Idaho

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

6 Scopus citations

Abstract

The preparation of the anion of a series of protected 3,5‐disubstituted 4‐isoxazolecarboxylic acids and the resulting addition of the anion to 9‐chloroacridine is described. The addition‐elimination reaction proceeds to give the expected acridinylmethylisoxazoles and has been justified based on calculated molecular mechanics energies and solvent effects.

Original language	English
Pages (from-to)	1385-1387
Number of pages	3
Journal	Journal of Heterocyclic Chemistry
Volume	32
Issue number	4
DOIs	https://doi.org/10.1002/jhet.5570320447
State	Published - 1995

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title = "Nucleophilic aromatic substitution with the anion of 3,5‐disubstituted isoxazole‐4‐carboxylic acids",

abstract = "The preparation of the anion of a series of protected 3,5‐disubstituted 4‐isoxazolecarboxylic acids and the resulting addition of the anion to 9‐chloroacridine is described. The addition‐elimination reaction proceeds to give the expected acridinylmethylisoxazoles and has been justified based on calculated molecular mechanics energies and solvent effects.",

author = "Mosher, {Michael D.} and Natale, {Nicholas R.}",

year = "1995",

doi = "10.1002/jhet.5570320447",

language = "English",

volume = "32",

pages = "1385--1387",

journal = "Journal of Heterocyclic Chemistry",

issn = "0022-152X",

publisher = "John Wiley and Sons Inc.",

number = "4",

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TY - JOUR

T1 - Nucleophilic aromatic substitution with the anion of 3,5‐disubstituted isoxazole‐4‐carboxylic acids

AU - Mosher, Michael D.

AU - Natale, Nicholas R.

PY - 1995

Y1 - 1995

N2 - The preparation of the anion of a series of protected 3,5‐disubstituted 4‐isoxazolecarboxylic acids and the resulting addition of the anion to 9‐chloroacridine is described. The addition‐elimination reaction proceeds to give the expected acridinylmethylisoxazoles and has been justified based on calculated molecular mechanics energies and solvent effects.

AB - The preparation of the anion of a series of protected 3,5‐disubstituted 4‐isoxazolecarboxylic acids and the resulting addition of the anion to 9‐chloroacridine is described. The addition‐elimination reaction proceeds to give the expected acridinylmethylisoxazoles and has been justified based on calculated molecular mechanics energies and solvent effects.

UR - http://www.scopus.com/inward/record.url?scp=84993905117&partnerID=8YFLogxK

U2 - 10.1002/jhet.5570320447

DO - 10.1002/jhet.5570320447

M3 - Article

AN - SCOPUS:84993905117

SN - 0022-152X

VL - 32

SP - 1385

EP - 1387

JO - Journal of Heterocyclic Chemistry

JF - Journal of Heterocyclic Chemistry

IS - 4

ER -

Nucleophilic aromatic substitution with the anion of 3,5‐disubstituted isoxazole‐4‐carboxylic acids

Abstract

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