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

Andrea Álvarez-Pérez, Carlos González-Rodríguez, Cristina García-Yebra, Jesús A Varela, Enrique Oñate, Miguel A Esteruelas, Carlos Saá

Angewandte Chemie (International ed. in English) 2015 Nov 2

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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. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Citation

Andrea Álvarez-Pérez, Carlos González-Rodríguez, Cristina García-Yebra, Jesús A Varela, Enrique Oñate, Miguel A Esteruelas, Carlos Saá. Catalytic Cyclization of o-Alkynyl Phenethylamines via Osmacyclopropene Intermediates: Direct Access to Dopaminergic 3-Benzazepines. Angewandte Chemie (International ed. in English). 2015 Nov 2;54(45):13357-61