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

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Hideki Amii and Susumu Kondo


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.


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