I'm sure you could....
But the only way you are likely to reach a vital spot on a 700lb bear with a .22LR is from the inside! Not my preferred option.
I have personally seen .30-30 bullets "bounce" (skid, actually) off the skull of a (much smaller) black bear. I have no doubt a .44 magnum could do the same thing. It has nothing to do with the power of the round, or the shape of the bullet, rather the denseness of the bone, and the precise angle of the impact. Either bullet will punch right through the same bone, but if the angle is right, it will "bounce off".
With a 700lb estimated weight, this bruin is freakin huge, for a black bear. It is likely that he will turn out to weigh considerably less, as bears look a lot bigger in your garage munching on frozen pizza than they do hanging on a scale. Still it appears this is a huge black bear, and while they don't have the repuation of the bigger bear species, they are powerful animals, with no inhibitions about property rights or anything else in the way of what they want.
Bears are very tough animals, and capable of surviving wounds that one would find hard to believe. If a round does not do lethal damage on impact, a tough bear might very well survive many gunshot wounds over several years.
One large grizzly (taken in 1901) was found to have survived many gunshots over the years, including (but not limited to) 2 bullets in its brain, and 2 vertabrae fused from rifle bullet. Incidently, it took 8 hits from a .30-40 Krag, with the bear finally stopping a couple dozen yards from the hunter. That is tough! Black bear, even really big ones don't have the rep for being
that tough, but who knows, maybe this one is the exception to the rule!
Bet they sell a lot of Buffalo Bore ammo in that area now!