Originally Posted by JJeffrey

Domestic complimentary upgrades are auto requested. However as an elite you can upgrade only one companion, so when there are more than 2 pax on a PNR the upgrades are not requested (for anyone, including yourself) as the system doesn't know which companion to upgrade.

So in this case if you want to upgrade, you need to call AA and split your reservation into you + whichever pax you want to try to upgrade, and the other pax on a separate reservation.