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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Tang, Mi; Tong, Lingfeng; Ju, Lei; Zhai, Wanwan; Hu, Yang; Yu, Xinhong (2016). 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. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.5b02484