There's the movie version of Deadpool, and the comic version of Deadpool.
The comic version of Deadpool is:
Deadpool possesses a superhuman healing factor derived from that of
the mutant Wolverine that allows him to regenerate damaged or
destroyed areas of his cellular structure at a rate far greater than
that of an ordinary human. As such, he can regrow severed limbs or
vital organs. The speed at which this healing factor works varies in
direct proportion to the severity of the damage Deadpool suffers. This
healing factor also affords Deadpool a virtual immunity to poisons and
most drugs, as well as an enhanced resistance to diseases and an
extended life span. Unlike Wolverine’s natural healing factor,
Deadpool’s is mentally driven to a partial extent.
The movie version doesn't mention his healing factor being derived from Wolverine, nor does it mention that Thanos has cursed him to be immortal. Therefore, we can't really use the comic version to make any assumptions.
What we can do, though, is assume normal anatomy/physiology. Therefore, it's likely that his regenerative ability follows a circulatory path. In other words, it begins with his brain and extends outwards. I don't know if they mention immortality in the 2nd movie, but I'd think once you cut his brain in half, he'd cease to live. So, in your diagrams, if you sliced him like that he'd die.