Alpha halogenation

Lets turn this thread into something more useful.
I have a question pretaining to enols.

I ask because i have never found an example of this being done before despite my research.
Would it be possible to reflux a ketone in an excess of say HBr to form a halo alkene.
The following is the reaction i wish to accomplish.




I suppose this would really be a question of, would the HBr attack the alkene or would it rather attack the hydronium leaving group.

Then i guess the other issue is under the harsh condition of refluxing there may be other side reactions involving HBr adding across the double bond of 1,2 dibromopropene.

Perhaps a similar reaction could be accomplished using a much stronger halogenating agent such as thionyl halide or phosphorous trihalide which would perhaps mitigate the harsh conditions required for a hydrogen halide to accomplish the same task.
Any input would be appreciated?