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Title

Catalytic cyclization of o-alkynyl phenethylamines via osmacyclopropene intermediates: direct access to dopaminergic 3-benzazepines

AuthorsÁlvarez-Pérez, Andrea; González-Rodríguez, Carlos; García-Yebra, Cristina ; Varela, Jesús A.; Oñate, Enrique ; Esteruelas, Miguel A. ; Saá, Carlos
KeywordsCyclization
Benzazepines
Phenethylamines
Osmium catalysts
Metallacyclopropenes
Issue Date2015
PublisherWiley-VCH
CitationAngewandte Chemie International Edition 54(45): 13357-13361 (2015)
AbstractA 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.
Publisher version (URL)https://doi.org/10.1002/anie.201505782
URIhttp://hdl.handle.net/10261/154635
Identifiersdoi: 10.1002/anie.201505782
e-issn: 1521-3773
issn: 1433-7851
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