929258-77-5Relevant articles and documents
Synthesis of benzomorphan analogues by intramolecular Buchwald-Hartwig cyclization
Khartulyari, Anton S.,Maier, Martin E.
, p. 317 - 324 (2007)
A new strategy toward the important class of benzomorphans is described. The key bond formation is based on an intramolecular Buchwald-Hartwig enolate arylation reaction. Thus, alkylation of piperidones with ortho-bromobenzyl bromides provides the necessary substrates. In the presence of a palladium catalyst, a sterically hindered phosphane ligand, and a base, carbon-carbon bond formation to tricyclic benzomorphan derivatives takes place. After removal of the N-protecting group, derivatization reactions are possible. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.