Or search: condole, sympathize, sympathise, compassionate
3 Syllables: SUU
dissipate, Hippocrates, illustrate, imitate, integrate, irrigate, liberate, mitigate, silicate
3 Syllables: USU
deliberate
4 Syllables: USUU
anticipate, assimilate, discriminate, eliminate, facilitate, obliterate, originate, participate, pontificate, reciprocate, reiterate
5 Syllables: UUSUU
recapitulate, rehabilitate

Found 23 words across 4 groupings. Skipped 9 excess words of a similar stem.