I also with this problems.

I have made a test script.

There is a problem with os.chdir(): It doesn't work with \\?\ notation.
And there is also a problem, if you use 

```
import os
import pathlib
import tempfile

with tempfile.TemporaryDirectory(prefix="path_test_") as path:
    new_path = pathlib.Path(path, "A"*255, "B"*255)
    extended_path = "\\\\?\\%s" % new_path
    os.makedirs(extended_path)
    print(len(extended_path), extended_path)
```
os.makedirs() will work, but the cleanup will failed.
Output is:
```
567 \\?\C:\Users\jens\AppData\Local\Temp\path_test_8fe6utdz\AAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA\BBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBBB
Traceback (most recent call last):
  File "D:\test2.py", line 18, in <module>
    print(len(extended_path), extended_path)
  File "C:\Program Files (x86)\Python35-32\lib\tempfile.py", line 807, in __exit__
    self.cleanup()
  File "C:\Program Files (x86)\Python35-32\lib\tempfile.py", line 811, in cleanup
    _shutil.rmtree(self.name)
  File "C:\Program Files (x86)\Python35-32\lib\shutil.py", line 488, in rmtree
    return _rmtree_unsafe(path, onerror)
  File "C:\Program Files (x86)\Python35-32\lib\shutil.py", line 383, in _rmtree_unsafe
    onerror(os.unlink, fullname, sys.exc_info())
  File "C:\Program Files (x86)\Python35-32\lib\shutil.py", line 381, in _rmtree_unsafe
    os.unlink(fullname)
FileNotFoundError: [WinError 3] Das System kann den angegebenen Pfad nicht finden: 'C:\\Users\\jens\\AppData\\Local\\Temp\\path_test_8fe6utdz\\AAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA'
```