Tetrahedron

2-Substituted nitrones and isomeric hydroxylamines–obtained via aluminium amalgam reduction of nitro nitriles and ketones—a new access to convenient …

K Grela, L Konopski

Index: Grela, Karol; Konopski, Leszek Tetrahedron, 2010 , vol. 66, # 20 p. 3608 - 3613

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Citation Number: 3

Abstract

Substituted five-membered cyclic nitrones (pyrroline N-oxides) have been obtained in good to high yields from tertiary γ-nitro ketones and nitriles employing aluminium amalgam as a reducing agent in moist diethyl ether or THF. Attempts to obtain cyclic amino nitrones from α- or β-nitro nitriles failed and only the corresponding hydroxylamines have been isolated. Both nitrones and hydroxylamines have been used for synthesis of tertiary C-nitroso nitriles or ...