A lot of things would have to be perfect for this to happen.
Naruto would have to be in base form, or else he’d notice the bullet or deadshot’s malice.
Deadshot would have to be unnoticeable to the leaf village’s sensors.
He would also have to get a headshot or else naruto would probably be able to heal.
But Naruto isn’t bulletproof in base or even in Kcm or BM. Only his kyuubi mode with the tails or his kyuubi avatar/constructs are.