Work

An Unexpected Formation of Spiro Isoxazoline-Dihydrofurane Compounds from Substituted Ketofurfuryl Alcohols

Year: 2024

Type: article

Abstract: Oximation of substituted ketofurfuryl alcohols in the presence of hydroxylamine hydrochloride and pyridine in ethanol as solvent led to a new class of spiro derivatives presenting a 7-methylene-1,6-dioxa-2-azaspiro [4.4] nona-2,8-diene skeleton along with, in some cases, the predictable oxime. The structures of such spiro compounds were determined by 2D NMR spectroscopy. The suggested formation of this skeleton involves an in situ oximation/dehydration/SN’ cascade reaction.

Source: Molecules

DOI: 10.3390/molecules29225474

Authors: Claire Cuyamendous, Mathieu Yves Laurent, Christine Saluzzo

Institutions: Centre National de la Recherche Scientifique, Le Mans Université, Institut des Molécules et Matériaux du Mans

Language: English

Topic: Chemical synthesis and pharmacological studies

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $3,069

Funders: Ministère de l'Enseignement Supérieur et de la Recherche, Centre National de la Recherche Scientifique