"Spiderman 4" went into development in 2008. Sam Raimi agreed to direct the film, and Tobey Maguire and other cast members of the previous "Spiderman" films agreed to reprise their roles. However, negotiations between Sam Raimi and Sony Pictures broke down in 2010, and the film was never made.
Both viewers and director Sam Raimi were very disappointed in "Spiderman 3" and its storyline, and Raimi did not want the same thing to happen to "Spiderman 4." Raimi actively involved himself in writing the script for "Spiderman 4" because he felt personally and professionally pressured to ensure that the next film in the "Spiderman" franchise was a success compared to its predecessor.
After Sony Pictures decided to make "Spiderman 4" in 2008, the project immediately encountered problems with the screenwriting process. Sony Pictures hired at least three different writers to write the script for "Spiderman 4." Though the script went through four different drafts, Sam Raimi disliked all of them. The storyline changed repeatedly as the villain for the film changed with each version of the script, first involving villain Dr. Curt Connors/The Lizard, then The Vulture and Black Cat, then The Vulture and a new villain named The Vultress.
When Sam Raimi told Sony that he could not give them a quality film by the May 6, 2011 release date due to the problems in the screenwriting process, Sony scrapped "Spiderman 4" entirely and decided to reboot the franchise with a new director and an entirely new cast.