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Benzoic Acid Catalyzed Annulations of α‑Amino Acids and Aromatic Aldehydes Containing an ortho-Michael Acceptor: Access to 2,5-Dihydro‑1H‑benzo[c]­azepines and 10,11-Dihydro‑5H‑benzo[e]­pyrrolo­[1,2‑a]azepines

Posted on 2015-11-06 - 00:00
A novel one-pot efficient synthesis of 2,5-dihydro-1H-benzo­[c]­azepines and 10,11-dihydro-5H-benzo­[e]­pyrrolo­[1,2-a]­azepines from α-amino acids and aromatic aldehydes containing an ortho-Michael acceptor is reported via decarboxylative annulations without metal catalysts in yields of 52–91%. Under microwave irradiation, this protocol provides rapid access to polycyclic ring systems (only 5 min in most cases).

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