Benzomorphan related compounds. VII. Synthesis of benzothienomorphans

The synthesis of some benzo [b] thieno [2,3-f] - and [3,2-f] morphans by the Grewe method is described. Spectroscopic data of these compounds and of the intermediate isomeric tetrahydropyridines are included. A side-product isolated from the aluminum bromide cyclization of the 2-(2-benzothienylmethyl)tetrahydropyridine IVd is reported and a mechanism for its formation is proposed.