CuBr catalyzed aerobic oxidative coupling of 2-aminopyridines with cinnamaldehydes: direct access to 3-formyl-2-phenyl-imidazo[1,2-a]pyridines.
Org Biomol Chem
; 13(28): 7790-4, 2015 Jul 28.
Article
em En
| MEDLINE
| ID: mdl-26103156
ABSTRACT
Copper bromide catalyzed aerobic oxidative coupling of 2-aminopyridines with cinnamaldehydes directly led to the formation of 3-formyl-2-phenyl-imidazo[1,2-a]pyridines. The quantum chemical calculations were performed to trace the reaction mechanism and get insights into the possible reaction pathway. 2-Aminopyridines on coupling with cinnamaldehyde generate (E)-3-phenyl-3-(pyridin-2-ylamino)acrylaldehyde IV as a key intermediate, which undergoes C-N bond formation reaction to produce 3-formyl-2-phenyl-imidazo[1,2-a]pyridines.
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Base de dados:
MEDLINE
Assunto principal:
Piridinas
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Acroleína
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Brometos
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Cobre
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Aminopiridinas
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Compostos Heterocíclicos com 2 Anéis
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Imidazóis
Idioma:
En
Ano de publicação:
2015
Tipo de documento:
Article