Tetrahedron

Alumina supported potassium fluoride promoted reaction of nitroalkanes with electrophilic alkenes: synthesis of 4, 5-dihydro furans and isoxazoline n-oxides

JM Mélot, F Texier-Boullet, A Foucaud

Index: Melot, Jean Marie; Texier-Boullet, Francoise; Foucaud, Andre Tetrahedron, 1988 , vol. 44, # 8 p. 2215 - 2224

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Citation Number: 36

Abstract

The reaction of secondary nitro alkanes 1 with α, β-unsaturated ketones 2 in the presence of alumina-supported potassium fluoride in acetonitrile gave 4, 5-dihydrofurans 3 in high yields; 1-nitropropane reacted with 2 to give a mixture of 4, 5-dihydrofurans and furans. Nitroalkenes 17 reacted with nitroalkanes to give isoxazoline N-oxides 18 and 19 in good overall yields.