Regioselective synthesis of pyridines by redox alkylation of pyridine N-oxides with malonates

ABSTRACT: A regioselective synthesis of pyridines by the addition of malonate anions to pyridine N-oxide derivatives, which have been activated by trifluoromethanesulfonic anhydride, is reported. The reaction selectively affords either 2- or 4-substituted pyridines in good yields. GRAPHICAL ABSTRACT...

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Detalles Bibliográficos
Autores principales: Lemmerer, Miran, Teskey, Christopher J., Kaiser, Daniel, Maulide, Nuno
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Vienna 2017
Materias:
Short Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5906502/
https://www.ncbi.nlm.nih.gov/pubmed/29681655
http://dx.doi.org/10.1007/s00706-017-2081-y
Descripción
Sumario:ABSTRACT: A regioselective synthesis of pyridines by the addition of malonate anions to pyridine N-oxide derivatives, which have been activated by trifluoromethanesulfonic anhydride, is reported. The reaction selectively affords either 2- or 4-substituted pyridines in good yields. GRAPHICAL ABSTRACT: [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s00706-017-2081-y) contains supplementary material, which is available to authorized users.

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