Synthesis of Bridged Tetrahydrobenzo[b]azepines and Derivatives through an Aza-Piancatelli Cyclization/Michael Addition Sequence |
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| Authors: | Dr. Shengdong Wang Dr. Régis Guillot Prof. Dr. Jean-François Carpentier Dr. Yann Sarazin Dr. Christophe Bour Prof. Dr. Vincent Gandon Dr. David Lebœuf |
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| Affiliation: | 1. Institut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO), CNRS UMR 8182, Université Paris-Sud, Université Paris-Saclay, Bâtiment 420, 91405 Orsay, France;2. Univ Rennes, CNRS UMR 6226, ISCR (Institut des Sciences Chimiques de Rennes), 35000 Rennes, France |
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| 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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| Keywords: | Elektrocyclisierungen Hexafluor-2-propanol Lewis-Säuren Stickstoffheterocyclen Tetrahydrobenzo[b]azepine |
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