re = /\b\w{0,2}\b(?:'\w)?|\b\w{3}(?!')\b|\b\w{5,}\b|('?\b\w+\b'?\w?)/
str = 'This Jon\'s dogs\' \'bout there in word re\'y.
'
# 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