REGIODEFINED SYNTHESIS OF α-BROMO, α-PHENYLTHIO, AND α-PHENYLSELENO KETONES BY MEANS OF SPECIFIC SUBSTITUTION OF THE TRIMETHYLSILYL GROUP IN α-TRIMETHYLSILYL KETONES

Article abstract of DOI:10.1016/0022-328X(86)80349-7

Regiodefined α-monobromo ketones are readily obtained by the interaction of bromine with an equivalent of α-trimethylsilyl ketones, in an excellent yield.Analogoes selective substitution of the trimethylsilyl group on phenylthio and phenylseleno groups can be attained by the reaction of phenylsulfenyl chloride or phenylselenenyl bromide with α-trimethylsilyl ketones in the presence of zinc bromide in dichloromethane.