Synthesis of Bridged Tetrahydrobenzo[b]azepines and Derivatives through an Aza-Piancatelli Cyclization/Michael Addition Sequence - Archive ouverte HAL Access content directly
Journal Articles Angewandte Chemie International Edition Year : 2020

Synthesis of Bridged Tetrahydrobenzo[b]azepines and Derivatives through an Aza-Piancatelli Cyclization/Michael Addition Sequence

Abstract

Herein, we report the preparation of bridged tetrahydrobenzo[b]azepines, which was accomplished through an aza-Piancatelli cyclization/Michael addition sequence in a one-pot fashion from readily available precursors. It is noteworthy that a general method to access these scaffolds was hitherto unprecedented. Additionally, the multifaceted aspects of this process have been exemplified through its application to the synthesis of 2-azabicyclo[3.2.1]octanes and bridged tetrahydrobenzo[b]oxepines, along with post-derivatizations.
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Dates and versions

hal-02438534 , version 1 (11-02-2020)

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Shengdong Wang, Régis Guillot, Jean-François Carpentier, Yann Sarazin, Christophe Bour, et al.. Synthesis of Bridged Tetrahydrobenzo[b]azepines and Derivatives through an Aza-Piancatelli Cyclization/Michael Addition Sequence. Angewandte Chemie International Edition, 2020, 59 (3), pp.1134-1138. ⟨10.1002/anie.201911761⟩. ⟨hal-02438534⟩
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