3-Diethylamino-4-(4-methoxyphenyl)-5-vinyl-isothiazole 1,1-dioxide was reacted with nitrile oxides and munchnones affording the cycloadducts in good yields. The cycloaddition reaction occurred at the vinyl group exclusively. The cycloadducts undergo pyrolytic transformation into α,β-unsaturated nitriles through the isoxazole- or pyrrole-isothiazoline 1,1-dioxide intermediates.

Isothiazoles. Part VIII. Thermal rearrangement to α,β-unsaturated nitriles of cycloadducts from 3-diethylamino-4-(4-methoxyphenyl)-5-vinyl- isothiazole 1,1-dioxide with nitrile oxides and munchnones / F. Clerici, M.L. Gelmi, R. Soave, M. Valle. - In: TETRAHEDRON. - ISSN 0040-4020. - 54:37(1998), pp. 11285-11296.

Isothiazoles. Part VIII. Thermal rearrangement to α,β-unsaturated nitriles of cycloadducts from 3-diethylamino-4-(4-methoxyphenyl)-5-vinyl- isothiazole 1,1-dioxide with nitrile oxides and munchnones

F. Clerici
Primo
;
M.L. Gelmi
Secondo
;
R. Soave
Penultimo
;
1998

Abstract

3-Diethylamino-4-(4-methoxyphenyl)-5-vinyl-isothiazole 1,1-dioxide was reacted with nitrile oxides and munchnones affording the cycloadducts in good yields. The cycloaddition reaction occurred at the vinyl group exclusively. The cycloadducts undergo pyrolytic transformation into α,β-unsaturated nitriles through the isoxazole- or pyrrole-isothiazoline 1,1-dioxide intermediates.
Settore CHIM/06 - Chimica Organica
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/181938
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