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

ÁlvarezPérez Andrea | Zendy; GonzálezRodríguez Carlos | Zendy; GarcíaYebra Cristina | Zendy; Varela Jesús A. | Zendy; Oñate Enrique | Zendy; Esteruelas Miguel A. | Zendy; Saá Carlos | Zendy

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

Author(s) -

ÁlvarezPérez Andrea,

GonzálezRodríguez Carlos,

GarcíaYebra Cristina,

Varela Jesús A.,

Oñate Enrique,

Esteruelas Miguel A.,

Saá Carlos

Publication year - 2015

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201505782

Subject(s) - benzazepines , phenethylamines , chemistry , dopaminergic , catalysis , osmium , apomorphine , combinatorial chemistry , stereochemistry , organic chemistry , dopamine , neuroscience , ruthenium , biochemistry , receptor , biology , agonist

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.

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