Disney Infinity Fans

... 1.0 and 2.0 toy boxes from toy box share?

yes. As long as they are marked share and you are friends with the person on the same console or Disney ID.

The ones that won challenges though?

Any on the share will work. If you are referring to community content ... that isn't available for 2.0 and 1.0 unless its resubmitted.

(yeah I was talking about community content) Oh, Bummer.

If you go to the DI website, you can still search for 1.0 and 2.0 boxes and click the button to Download them to your Cloud Saves. The in-game search is only for 3.0 though.