Depending on the ply rating and rim size and type, it can be impossible to install inner tubes on some.
I was barely able to get inner tubes in the front wheels on my Ingersoll GT, 16x6.5x8.
On my Scag, it was impossible to install an inner tube due to the ply rating of the tire.
Applying non scented talcum powder on the inner tube, the tire interior and the rim interior makes the job much easier. I ran out of the powder that I used on aircraft tires/wheels, but the non scented powder works fine. Then the inner tube can seek its position as it is inflated.