$re = '/(?:\s-)|(?:,\s)|(?:\sand\s)/mi';
$str = 'First Filename - 2016-04.pdf
Second Filename and another name.mp3
Third.jpg
Fourth Filename, 2016.pdf
';
preg_match_all($re, $str, $matches, PREG_SET_ORDER, 0);
// Print the entire match result
var_dump($matches);
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 PHP, please visit: http://php.net/manual/en/ref.pcre.php