Bromination of regioisomeric fluorine-containing β-aminovinyl ketones

Abstract

Bromination of β-aminovinyl ketones (AVK) with geminal arrangement of the fluoroalkyl and amino groups gives N-bromo derivatives. Regioisomeric AVK with the amino groups in the β-position relative to the fluoroalkyl group undergo bromination under analogous conditions to give a mixture of the α-bromo and α,N-dibromo derivatives. α-Bromo derivatives of AVK disproportionate upon storage.