The Purple Gang (1959)

A teenage rat pack of the Detroit slums, the Purple Gang, headed by psychotic William Joseph "Honeyboy" Willard, teams with adult hijackers during prohibition and in three years controls the city's underworld. Detective Bill Harley is given a special assignment to break the gang. To intimidate Harley, Honeyboy and his chief henchman, Hank Smith, terrorize his pregnant wife Gladys, who loses her baby and dies. The gang moves in on the cleaning and dyeing industry, which calls in the Mafia for protection. Hank tries to tip off Harley about where the Mafia hoods are holed up but Honeyboy, mistaking his intentions, has Killer Burke seal him alive in a coffin and drop him into the Detroit River. Honeyboy locates the Mafia headquarters in an apartment building and goes there with two of his men. They break in and machine-gun the three Mafia leaders: Licovetti, Ricco and Castiglione.