Tetrahedron Letters

Oxidative deprotonation of carbonyl compounds by Fe (III) salts

A Citterio, A Cerati, R Sebastiano, C Finzi, R Santi

Index: Citterio, Attilio; Cerati, Anna; Sebastiano, Roberto; Finzi, Claudia; Santi, Roberto Tetrahedron Letters, 1989 , vol. 30, # 10 p. 1289 - 1292

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Citation Number: 27

Abstract

Abstract Iron (III) salts (perchlorate and nitrate nonahydrate) in acetonitrile or acetic anhydride at 0–50 C oxidize the∝-position of malonic esters efficiently via the corresponding radicals. In the presence of olefins and aromatics, inter-and intramolecular free radical chain or oxidative additions are observed.