Python regular expression to replace everything but specific words

Not quite as easy as it first appears, since there is no "not" in REs except ^ inside [ ] which only matches one character (as you found). Here is my solution:

import re

def subit(m):
    stuff, word = m.groups()
    return ("_" * len(stuff)) + word

s = 'I am going home now, thank you.' # string to modify

print re.sub(r'(.+?)(going|you|$)', subit, s)

Gives:

_____going_________________you_

To explain. The RE itself (I always use raw strings) matches one or more of any character (.+) but is non-greedy (?). This is captured in the first parentheses group (the brackets). That is followed by either "going" or "you" or the end-of-line ($).

subit is a function (you can call it anything within reason) which is called for each substitution. A match object is passed, from which we can retrieve the captured groups. The first group we just need the length of, since we are replacing each character with an underscore. The returned string is substituted for that matching the pattern.

Here is a one regex approach:

>>> re.sub(r'(?!going|you)\b([\S\s]+?)(\b|$)', lambda x: (x.end() - x.start())*'_', s)
'_____going_________________you_'

The idea is that when you are dealing with words and you want to exclude them or etc. you need to remember that most of the regex engines (most of them use traditional NFA) analyze the strings by characters. And here since you want to exclude two word and want to use a negative lookahead you need to define the allowed strings as words (using word boundary) and since in sub it replaces the matched patterns with it's replace string you can't just pass the _ because in that case it will replace a part like I am with 3 underscore (I, ' ', 'am' ). So you can use a function to pass as the second argument of sub and multiply the _ with length of matched string to be replace.