Catalytic Cyclization of o-Alkynyl Phenethylamines via Osmacyclopropene Intermediates: Direct Access to Dopaminergic 3-Benzazepines
Abstract: A novel osmium-catalyzed cyclization of o-alkynyl phenethylamines to give 3-benzazepines is reported. The procedure allows the straightforward preparation of a broad range of dopaminergic 3-benzazepine derivatives. Mechanistic investigations revealed that the process takes place via osmacyclopropene intermediates, which were isolated and characterized by X-ray crystallography.
Author(s): Alvarez-Perez, A; Gonzalez-Rodriguez, C; Garcia-Yebra, C; Varela, JA; Onate, E; Esteruelas, MA; Saa, C
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume: 54 Pages: 13357-13361 Published: NOV 2 2015
DOI: 10.1002/anie.201505782