Logically, the cars would have to be re-licensed, not to mention that the cars are quite dated. I suppose that Sega could make modernised, unlicensed versions of the 911; the F40; the Viper; and the F1. In addition, given how most of today's racing games rely on numbers, I don't think it would hold up in the long run.
I honestly have a love-hate relationship with OutRun 2, but the Scud Race/Daytona 2 bonus tracks made it for me. They don't translate the best to OR2's weird physics, but they work well enough.Outrun 2 will be the closest we'll get to driving that challenge track at home. I'd like to see a Sega arcade racer with todays GTE and GT3 vehicles with that track lol