Synthesis of fluorinated α-amino ketones part I: α-benzamidoalkyl mono-di-and trifluoromethyl ketones

M Kolb, J Barth, B Neises

Index: Kolb, Michael; Barth, Jacqueline; Neises, Bernhard Tetrahedron Letters, 1986 ,  vol. 27,  # 14  p. 1579 - 1582

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Citation Number: 37

Abstract

Abstract 2-Phenyl-5 (4H)-oxazolones, obtained from α-amino acids, are reacted with di-and trifluoro acetic anhydride by a modified Dakin-West procedure to yield in a one-pot reaction α-benzamidoalkyl-di-and trifluoromethyl ketones in good yields. The monofluoromethyl analogues were also prepared from α-amino acids, however the use of the highly toxic fluoroacetic anhydride was avoided. The key step is the halogen exchange reaction on ...