WordNet (r) 3.0 (2006):

outsmart
    v 1: beat through cleverness and wit; "I beat the traffic"; "She
         outfoxed her competitors" [syn: outwit, overreach,
         outsmart, outfox, beat, circumvent]
    2: defeat by more skillful maneuvering; "The English troops
       outmaneuvered the Germans"; "My new supervisor knows how to
       outmaneuver the boss in most situations" [syn: outmaneuver,
       outmanoeuvre, outsmart]

Moby Thesaurus II by Grady Ward, 1.0:

61 Moby Thesaurus words for "outsmart":
   bamboozle, beguile, betray, bluff, cajole, cheat, cheat on,
   circumvent, con, conjure, cozen, deceive, defraud, delude, diddle,
   double-cross, dupe, elude, evade, foil, fool, forestall, frustrate,
   gammon, get around, get round, give the runaround, give the slip,
   go one better, gull, hoax, hocus-pocus, hoodwink, hornswaggle,
   humbug, juggle, let down, mock, outfigure, outflank, outfox,
   outgeneral, outguess, outmaneuver, outplay, outreach, outwit,
   overreach, pass the buck, pigeon, play one false,
   put something over, snow, stonewall, string along, swindle,
   take in, trick, two-time, undo, victimize