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

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Diastereoselective synthesis of dihydroquinolines and tetrahydroquinolines from Morita Baylis-Hillman adducts

Jr., Manoel T. Rodrigues ; Agy, Andre Capretz ; Lustosa, Danilo Machado ; Coelho, Fernando ;

Abstract:

The quinolone, dihydroquinolines and tetrahydroquinolines unities are present in many natural and synthetic compounds. These nuclei exhibit a wide spectrum of medicinal properties, such as antimalarial, antitumor, antibacterial, antithrombin, and many others. Due to this biological profile several synthetic approaches have been known for the preparation of these heterocycles. In this work we disclosed a facile method to prepare quinolines derivatives through a Morita-Baylis- Hillman adduct. Our approach is based on a tandem sequence involving a Michael addition reaction and a SNAr reaction.

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Palavras-chave: Morita-Baylis-Hillman Reaction, dihydroquinolines and tetrahydroquinolines.,

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DOI: 10.5151/chempro-15bmos-BMOS2013_2013820154052

Referências bibliográficas
  • [1] 1 Kaur, K.; Jain, M.; Reddy, R. P.; Jain, R. Eur. J. Med. Chem. 2010, 45,
  • [2] 3245. 2Madapa, S.; Tusi, Z.; Batra, S. Curr. Org. Chem. 2008, 12,1116.
  • [3] 3 Coelho, F.; Almeida, W. P.; Mateus, C. R.; Feltrin, M.; Costa, A. M.
  • [4] Tetrahedron 2001, 57, 6901. Rodrigues Jr., M. T.; Gomes, J. C.; Smith,
  • [5] J.; Coelho, F. Tetrahedron Lett. 2010, 51, 4988.
Como citar:

Jr., Manoel T. Rodrigues; Agy, Andre Capretz; Lustosa, Danilo Machado; Coelho, Fernando; "Diastereoselective synthesis of dihydroquinolines and tetrahydroquinolines from Morita Baylis-Hillman adducts", p. 186 . 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_2013820154052

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