Organocatalytic Diastereoselective Synthesis of Diazoaryl-benzo[b]azepine Derivatives.
J Org Chem
; 85(11): 7060-7067, 2020 06 05.
Article
em En
| MEDLINE
| ID: mdl-32406229
ABSTRACT
To construct multisubstituted seven-membered nitrogenous heterocyclic scaffolds, an efficient method, employing 2-aminoaryl N-monosubstituted hydrazones and 2-oxo-3-butenoates under Brønsted acid catalysis, has been developed. This strategy highlights the umpolung reactivity of 2-aminobenzaldehyde arylhydrazones toward 2-oxo-3-butenoates to afford (E)-diazoaryl-benzo[b]azepine derivatives in excellent yields (89-99%) and with high diastereoselectivities (>191 dr).
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MEDLINE
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En
Ano de publicação:
2020
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Article