Ive never touched Airos 2.3, so can't really comment.
There will probably be implications for your licences though, as in they may be lost during the upgrade.
You should go with the latest versions though which would be
2.5.6.25 --> 3.3.3.10 --> 5.0.4.15 if indeed it is possible (or needed) to upgrade tp 2.5.x first.
Please wait for someone from Aruba to confirm though, since there's probably not many of us on here who have experience in going from 2.3.