Sync photos?  Why is itunes not able to do that?

Add photos to the library, put the photos into the folder that's supposed to be synced with the ipad, drag and drop photos onto the ipad icon.  Itunes either says it's copying the photos, and then it hasn't, or it doesn't do anything.
WHAT is the simplest way to get additional photos onto my ipad without erasing all the current photos, without e-mailing them to myself one by one and downloading, or without setting up dropbox and downloading it from that.
We are talking about jpegs and tifs.  Nothing cutting edge here.  This shouldn't be so difficult. 

Open itunes, connect iphone, go to photos tab, select what you want to be on the iphone, sync.

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