Tetrahedron letters

Solid phase synthesis of amides by the Beckmann rearrangement of ketoxime carbonates

S His, C Meyer, J Cossy, G Emeric, A Greiner

Index: His, Sarah; Meyer, Christophe; Cossy, Janine; Emeric, Gibert; Greiner, Alfred Tetrahedron Letters, 2003 , vol. 44, # 47 p. 8581 - 8584

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Citation Number: 16

Abstract

In the presence of trifluoroacetic acid, ketoxime benzyl carbonates undergo a Beckmann rearrangement to the corresponding amides. This reaction was translated to a solid support by immobilizing oximes in the form of mixed carbonates derived from hydroxymethylpolystyrene in order to produce a diversity of amides with high efficiency.