(NH4)2S2O8 and Cu(OAc)2 in AcOH, 100C, 0.5-2 hour run time:
Styrene: 58% conversion, 45% converted to phenacetaldehyde and 24% to the enol acetate (easily hydrolyzed to phenacetaldehyde).
alpha-Methylstyrene: 97% conversion, 91% converted to hydratropic aldehyde.
beta-Methylstyrene (propenylbenzene): 55% conversion, 82% converted to P2P.
Odds are that the conversion could be improved in the last case by letting the reaction run longer. With the first, some of the aldehyde might start getting chewed up so percent of material converted into the desired products may drop somewhat with time.
Styrene: 58% conversion, 45% converted to phenacetaldehyde and 24% to the enol acetate (easily hydrolyzed to phenacetaldehyde).
alpha-Methylstyrene: 97% conversion, 91% converted to hydratropic aldehyde.
beta-Methylstyrene (propenylbenzene): 55% conversion, 82% converted to P2P.
Odds are that the conversion could be improved in the last case by letting the reaction run longer. With the first, some of the aldehyde might start getting chewed up so percent of material converted into the desired products may drop somewhat with time.

