Catalytic Cyclization of o-Alkynyl Phenethylamines via Osmacyclopropene Intermediates: Direct Access to Dopaminergic 3-Benzazepines

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

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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

PDF: Catalytic Cyclization of o-Alkynyl Phenethylamines via Osmacyclopropene Intermediates Direct Access to Dopaminergic 3-Benzazepines

DOI: 10.1002/anie.201505782

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O Laboratório Aberto de Interatividade para Disseminação do Conhecimento Científico e Tecnológico (LAbI), vinculado à Universidade Federal de São Carlos (UFSCar), é voltado à prática da divulgação científica pautada na interatividade; nas relações entre Ciência, Arte e Tecnologia.