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Cyclobutene Ring-Opening of Bicyclo[4.2.0]octa-1,6-dienes: Access to CF3‑Substituted 5,6,7,8-Tetrahydro-1,7-naphthyridines

Mailyan, Artur K ; Peregudov, Alexander S ; Dixneuf, Pierre H ; Bruneau, Christian ; Osipov, Sergey N

Journal of organic chemistry, 2012-10, Vol.77 (19), p.8518-8526 [Periódico revisado por pares]

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Título:
Cyclobutene Ring-Opening of Bicyclo[4.2.0]octa-1,6-dienes: Access to CF3‑Substituted 5,6,7,8-Tetrahydro-1,7-naphthyridines
Autor: Mailyan, Artur K ; Peregudov, Alexander S ; Dixneuf, Pierre H ; Bruneau, Christian ; Osipov, Sergey N
Assuntos: Bridged Bicyclo Compounds - chemical synthesis ; Bridged Bicyclo Compounds - chemistry ; Catalysis ; Chemical Sciences ; Cyclization ; Cyclobutanes - chemistry ; Cycloparaffins - chemistry ; Ketones - chemistry ; Molecular Structure ; Naphthyridines - chemical synthesis
É parte de: Journal of organic chemistry, 2012-10, Vol.77 (19), p.8518-8526
Notas: ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
Descrição: An efficient method for the synthesis of novel CF3-substituted tetrahydro-1,7-naphthyridines including cyclic α-amino acid derivatives has been developed. The method is based on unusual cyclobutene ring-opening of bicyclo[4.2.0]octa-1,6-dienes with pyrrolidine to afford the corresponding 1,5-diketones followed by their heterocyclization. A convenient one-pot procedure has been also elaborated starting from readily available trifluoromethylated 1,6-allenynes.
Editor: Washington, DC: American Chemical Society
Idioma: Inglês;Russo

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