Novel intramolecular rearrangement of 3-bromo-3,3-difluoroalanine Schiff bases via radical ipso-substitution at the aromatic ring

Abstract

3-Bromo-3,3-difluoroalanine Schiff bases are synthesized by bromodifluoromethylation of the corresponding glycine Schiff bases with CF₂Br₂; their intramolecular rearrangement involving radical ipso-substitution at the aromatic ring of the imine moiety provides 3,3-difluoro-3-arylpropanoates in good yields.