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It's not a ridiculous idea or anything. It's just that it would take a bit of an overhaul to accomplish. And in all honesty, the number of people mass importing images that may already exist into an epub can't be very large.
It might be possible to achieve what you desire with an Edit Plugin, though. Something that kept track of the existing image filenames and then added the selected image files, (silently deleting/re-adding the ones that already exist). At least I think it should be possible. I'll have to take a look (unless someone else does first).
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