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Synthesis of 1,4-epoxy-2-aryltetrahydro-1-benzazepines via rhodium(III)-catalyzed C-H allylation/intramolecular 1,3-dipolar cycloaddition.

Xuan WangJianlong LiHaifang DuWeihong LiangCheng LuoYunshan WuBo Liu
Published in: Chemical communications (Cambridge, England) (2024)
Herein, we report a new synthetic route to 1,4-epoxy-2-aryltetrahydro-1-benzazepine derivatives with high efficiency, namely the Rh(III)-catalyzed C-H allylation of nitrones with allyl precursors, followed by subsequent intramolecular 1,3-dipolar cycloaddition, to deliver the title compounds. This reaction is regio- and stereo-selective, generating the cis -isomer with a broad substrate scope and good functional group tolerance.
Keyphrases
  • high efficiency
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