Al Capone
Capone was released from his sentence in 1939, suffering from an advanced case of syphilis.  Capone died in 1947 after he suffered a stroke.  He regained consciousness and caught pneumonia and later had a fatal cardiac arrest.  On January 25, 1947 Al Capone died in his home, surrounded by his family.  Michael Jackson made a song called "Al Capone" for his 1987 album Bad.  It was not put on the album.  The song was released on the second disc of the 25th Anniversary re-release of Bad.