Catalytic Cyclization of o‐Alkynyl Phenethylamines via Osmacyclopropene Intermediates: Direct Access to Dopaminergic 3‐Benzazepines
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| Title: | Catalytic Cyclization of o‐Alkynyl Phenethylamines via Osmacyclopropene Intermediates: Direct Access to Dopaminergic 3‐Benzazepines |
| Author: | Álvarez Pérez, Andrea González Rodríguez, Carlos García Yebra, Cristina Varela Carrete, Jesús Ángel Oñate Rodríguez, Enrique Esteruelas Rodrigo, Miguel Ángel Saá Rodríguez, Carlos |
| Affiliation: | Universidade de Santiago de Compostela. Centro de Investigación en Química Biolóxica e Materiais Moleculares Universidade de Santiago de Compostela. Departamento de Química Orgánica |
| Subject: | Benzazepines | Cyclization | Metallacyclopropenes | Osmium catalysts | Phenethylamines | |
| Date of Issue: | 2015 |
| Publisher: | Wiley |
| Citation: | Álvarez-Pérez, A., González-Rodríguez, C., García-Yebra, C., Varela, J. A., Oñate, E., Esteruelas, M. A., Saá, C. (2015). Catalytic Cyclization of o‐Alkynyl Phenethylamines via Osmacyclopropene Intermediates: Direct Access to Dopaminergic 3‐Benzazepines. Angew. Chem. Int. Ed., 54, 45, 13357-13361 |
| 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. |
| Description: | NOTICE: This is the peer reviewed version of the following article: Álvarez-Pérez, A., González-Rodríguez, C., García-Yebra, C., Varela, J. A., Oñate, E., Esteruelas, M. A., Saá, C. (2015). Catalytic Cyclization of o‐Alkynyl Phenethylamines via Osmacyclopropene Intermediates: Direct Access to Dopaminergic 3‐Benzazepines. Angew. Chem. Int. Ed., 54, 45, 13357-13361. [doi: 10.1002/anie.201505782]. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for self-archiving |
| Publisher version: | https://doi.org/10.1002/anie.201505782 |
| URI: | http://hdl.handle.net/10347/23347 |
| DOI: | 10.1002/anie.201505782 |
| ISSN: | 1433-7851 |
| E-ISSN: | 1521-3773 |
| Rights: | © 2015 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for self-archiving |
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