re = /(.+?)(?<=(?<![A-Z][a-z])(?<![a-z]\.[a-z])(?:\.|\?)(?=\s|$))/
str = 'Mr. Smith bought cheapsite.com for 1.5 million dollars, i.e. he paid a lot for it. Did he mind? Adam Jones Jr. thinks he didn\'t. In any case, this isn\'t true... Well, with a probability of .9 it isn\'t.'
# Print the match result
str.scan(re) do |match|
puts match.to_s
end
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for Ruby, please visit: http://ruby-doc.org/core-2.2.0/Regexp.html