A de novo synthetic method to the access of N-substituted benzazepines

Ouchakour, Lamiaa and Nonn, Melinda and D'hooghe, Matthias and Kiss, Loránd (2020) A de novo synthetic method to the access of N-substituted benzazepines. JOURNAL OF FLUORINE CHEMISTRY. ISSN 0022-1139

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Abstract

synthetic protocol starting from readily available dihydronaphthalene regioisomers is based on oxidative ring olefin bond cleavage followed by ring closure of the diformyl intermediates in the presence of some fluorinecontaining primary amines across double reductive amination. The applicability of the developed synthetic method was demonstrated by the synthesis of 13 benzazepine compounds isolated in 22–35 % overall yields.

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