Benzomorphan analogues: Synthesis of some thieno[2,3-f] morphans

A series of N-substituted 5,9-dimethylthieno[2,3-f]morphans and 5-phenylthieno[2,3-f] - morphans has been prepared starting from 3,4-dimethylpyridine and 4-phenylpyridine and 3-thenylbromide by an application of the Grewe morphinan synthesis. The thieno [2,3-f]morphans were tested for analgetic activity, but only weak analgetic activity relative to toxicity and no morphine antagonism activity was observed.