Asymmetric Arylation of Indenes via Heck-Matsuda Reaction

Asymmetric Arylation of Indenes via Heck-Matsuda Reaction

Carmona, Rafaela C.; Correia, Carlos Roque D.

Abstract:

The carbon-carbon bond formation is one of the main transformations in organic synthesis. In this context, palladium-catalyzed reactions are of great importance, like the cross-coupling reactions and the Heck reaction. The conventional Heck reaction despite its efficiency and robustness, carries some limitations which can be overcome with the use of aryl diazonium salts. Inspired by the growing interest of the pharmaceutical industry in optically pure compounds, the Correia´s group has developed of enantioselective Heck-Matsuda reaction. In the present study the asymmetric arylation of indenes via the Heck-Matsuda reaction will be explored aiming at its application to the synthesis of pharmacologically active compounds.

The carbon-carbon bond formation is one of the main transformations in organic synthesis. In this context, palladium-catalyzed reactions are of great importance, like the cross-coupling reactions and the Heck reaction. The conventional Heck reaction despite its efficiency and robustness, carries some limitations which can be overcome with the use of aryl diazonium salts. Inspired by the growing interest of the pharmaceutical industry in optically pure compounds, the Correia´s group has developed of enantioselective Heck-Matsuda reaction. In the present study the asymmetric arylation of indenes via the Heck-Matsuda reaction will be explored aiming at its application to the synthesis of pharmacologically active compounds.

Palavras-chave:

DOI: 10.5151/chempro-15bmos-BMOS2013_201381992939

Referências bibliográficas

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• [2] 2 Taylor, J. G.; Moro, A. V.; Correia, C. R. D. Eur. J. Org. Chem. 2011, 1403.
• [3] 3 Graaff, C.; Ruijter, E.; Orru, R. V. A. Chem. Soc. Rev. 2012, 41, 3969.
• [4] 4 Correia, C. R. D.; Oliveira, C. C.; Salles Jr., A. G.; Santos, E. A. F. Tetrahedron Lett. 2012, 53, 3325.
• [5] 5 Hyttel, K.; Larsen, J.-J. J. Neurochem. 1985, 44, 1615.

Como citar:

Carmona, Rafaela C.; Correia, Carlos Roque D.; "Asymmetric Arylation of Indenes via Heck-Matsuda Reaction", p-50-50. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_201381992939