Facile Synthesis of 2-Dimethylamino-Δ-1-Azirine Derivatives by Thermal or Photo-Isomerization of Isoxazoles [1]

G.J. de Voghel; T.L. Eggerichs; Brigitte Clamot; H.G. Viehe

doi:10.2533/chimia.1976.191

CHIMIA (Mar 1976)

Facile Synthesis of 2-Dimethylamino-Δ-1-Azirine Derivatives by Thermal or Photo-Isomerization of Isoxazoles [1]

G.J. de Voghel,
T.L. Eggerichs,
Brigitte Clamot,
H.G. Viehe

Affiliations

G.J. de Voghel: Laboratoire de Chimie Organique, Univeisité de Louvain, Belgium
T.L. Eggerichs: Laboratoire de Chimie Organique, Univeisité de Louvain, Belgium
Brigitte Clamot: Laboratoire de Chimie Organique, Univeisité de Louvain, Belgium
H.G. Viehe: Laboratoire de Chimie Organique, Univeisité de Louvain, Belgium

DOI: https://doi.org/10.2533/chimia.1976.191
Journal volume & issue: Vol. 30, no. 3

Abstract

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3,5-Bisdimethylamino-isoxazoles II are obtained easily from 1,3-dichloro-trimethinecyanine I and a water solution of hydroxylamine. Besides precedented photo-isomerization of 4-substituted isoxazoles IIb,c to azirines IIIb,c near quantitative thermal isomerization of 4-unsubstituted-isoxazole IIa to amino-azirine IIIa is reported.

Published in CHIMIA

ISSN: 0009-4293 (Print); 2673-2424 (Online)
Publisher: Swiss Chemical Society
Country of publisher: Switzerland
LCC subjects: Science: Chemistry
Website: http://chimia.ch

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