Organoaluminum-promoted Beckmann rearrangement of oxime sulfonates

…, T Miyazaki, M Ando, Y Matsumura…

Index: Maruoka, Keiji; Miyazaki, Tohru; Ando, Mamoru; Matsumura, Yasushi; Sakane, Soichi; et al. Journal of the American Chemical Society, 1983 , vol. 105, # 9 p. 2831 - 2843

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Citation Number: 181

Abstract

Abstract: The Beckmann rearrangement of oxime sulfonates with simultaneous nucleophilic trapping of the intermediary iminocarbocation by organoaluminum reagents is described. This process provides a new and highly efficient route to imino thioethers, imino selenoethers, imino nitriles, and a-alkylated amines starting from oxime sulfonates by the use of dialkylaluminum thiolates, selenolates, diethylaluminum chloride-trimethylsilyl ...