@Blacklightning13: I doubt kakashi could win without using any jutsu at all.. With his jutsu, I'm with him, but without it? He's the technique expert, isn't he?
That's true. But he still has his Sharigan and superior speed. So he can predict Deadpools movements, copy them then strike when Deadpool is facing the other way. A Kunai to the back of the head is all it takes. The fight only requires a KO, it doesn't matter if Deadpool heals.