Synthesis of 5,6-benzo-2-azabicyclo[2.2.2]octane derivatives as potential benzomorphan-type analgesic agents

The synthesis of two N-substituted 5,6-benzo-2-azabicyclo[2.2.2]octane analogs of benzomorphan-type analgesics via benzyne addition to appropriate N-substituted N-alkyl-2-pyridones is described. Neither derivative possessed observable analgesic activity at the doses tested.