Work

Synthesis of 3-Hydroxyisoxazoles fromγ-Ketoesters and Hydroxylamine

Year: 1986

Type: article

Abstract: An efficient synthesis of 3-hydroxyisoxazoles from jS-ketoesters and hydroxylamine was investigated.The reaction of the sodium salts of /?-ketoesters and hydroxylamine at a low temperature, followed by quenching with an excess of cone.HC1under heating gave predominantly 3-hydroxyisoxazoles involving 4-sulfenylated 3-hydroxyisoxazoles.Starting from the prepared 4-(2,4-dichlorobenzyl)-3-hydroxy-5-methylisoxazole, a potential herbicidal compound, 4-(2,4dichlorobenzoyl)-3-hydroxy-5-methylisoxazole, was also synthesized in five steps.

Source: Agricultural and Biological Chemistry

DOI: 10.1080/00021369.1986.10867641

Authors: Kazuo Sato, Soji Sugai, Kazuo Tomita

Language: English

Topic: Synthesis and Reactions of Organic Compounds

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

OpenAlex ID: W2319923232

FWCI:

Cites: 3

Cited by: 12

Related to: 10