This forum discussion is chronological from the first Hollywood musical, naturally a landmark because it is the first talky. "Wait a minute! Wait a minute! You ain't heard nothin' yet..." the first words spoken in a feature length motion picture and by none other than Al Jolson. The premiere was October 6, 1927 and utilized the Vitaphone synchronized disc process used only previously for a full musical score accompanying the film "Don Juan." Warner Bros. intended a remake in 1945 but shelved it because of Columbia Pictures' imminent release of "The Jolson Story." In 1952, an updated version with Danny Thomas hit the screens and can one forget (!) Neil Diamond's 1980 rather self-conscious and failed version -- not exactly a landmark in Hollywood musicals.
Songs: "Toot, Toot, Tootsie," "Blue Skies" and "My Mammy" (notably tacked onto the film version and performed by Jack Robin in black face).
Jolson was bumped from the Broadway stage production in 1925 by George Jessel who later broke his contract to do the film because Sam Warner announced there would be audio and Jessel wanted more money to provide a vocal for the sound.
This series is inspired by the success of "Chicago" and in some cases, I'll consolidate films close to one another in chronology with the featured movie in the subject title.
Jolson was soon back a year later in "The Singing Fool," again part talky with a score by Ray Henderson and lyrics by B.G. DeSylva and Lew Brown among others. They, of course, are recognizable fixtures in the pantheon of Hollywood musicals.