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I have created a new choice column for a document library.

I have selected YES for Require that this column contains information.

However, users can upload documents without the SharePoint forcing them to add the choice value. Shouldn't the SharePoint provide a popup immediately when file is being tried to be uploaded?

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When uploading a file that has a Required Field Attributes, SharePoint does not block it if the Required Field is not filled in. It only highlights the required information.This is by design.

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