Dezembro 2013 vol. 1 num. 2 - Brazilian Meeting on Organic Synthesis 2013

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Directed Functionalization of Quinoxalines Aiming the Synthesis of Bioactive Compounds

Ferreira, Samuel R. A. ; Pena, Jesus M. ; Silva, Simone C. ; Clososki, Giuliano C. ;

Abstract:

Access to functionalized organometallic compounds has increased considerably the scope of these nucleophilic reagents in organic synthesis. Directed metalation using mixed lithium-magnesium bases as TMPMgCl.LiCl are widely used for a smooth metalations of several aromatics and heterocycles with a good functional group compatibility. However, deprotonation of substituted quinoxalines gave unsatisfactory results due to the high reactivity of the intermediate magnesium species. Herein, we wish to report a direct method for the deprotonation and functionalization of some substituted quinoxalines by using TMPMgCl.LiCl in the presence of ZnCl2.

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Palavras-chave: directed metalation, organometallic compounds, functionalized quinoxalines.,

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DOI: 10.5151/chempro-15bmos-BMOS2013_201391317050

Referências bibliográficas
  • [1] 1 Wanderlich, S. H., Rohbogner, C. J., Unsinn, A., Knochel, P. Organic Process Research and Development. 2010, 339, 345.
  • [2] 2 Dong, Z. Clososki, G.C. Wunderlich, S. H. Unsinn, A. Li, Jinshan. Knochel, P. Chem. Eur. J. 2009, 15, 457.
Como citar:

Ferreira, Samuel R. A.; Pena, Jesus M.; Silva, Simone C.; Clososki, Giuliano C.; "Directed Functionalization of Quinoxalines Aiming the Synthesis of Bioactive Compounds", p. 75 . In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 2318-4043, DOI 10.5151/chempro-15bmos-BMOS2013_201391317050

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