Setembro 2013 vol. 1 num. 1 - Brazilian Meeting on Organic Synthesis 2011

Abstract - Open Access.

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Palladium catalyzed Heck-lactonization from orthoiodophenols and enoates: Synthesis of coumarins and the study of the mechanism by electrospray ionization mass spectrometry

Fernandes, Talita de A. ; Vaz, Boniek Gontijo ; Eberlin, Marcos N. ; Silva, Alcides J. M. da ; Costa, Paulo R. R. ;

Abstract:

The arylation of olefins, discovered by Heck and Mizoroki, is one of the most important palladiumcatalyzed carbon-carbon coupling reactions. Coumarins display many biological activities and more recently, could be obtained by Heck-lactonization reaction.

Abstract:

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Palavras-chave: Heck-lactonization, coumarins, mass spectrometry,

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DOI: 10.5151/chempro-14bmos-R0071-1

Referências bibliográficas
  • [1] 1 (a) Mizoroki, T.; Mori, K.; Ozaki, A. Bull. Chem. Soc. Jpn. 1971, 44, 581; (b) Heck, R. F.; Nolley, J. P., Jr. J. Org. Chem. 1972, 37, 2320-2322; (c) Beletskaya, I. P.; Cheprakov, A. V. Chem. Rev. 2000, 100, 3009-3066;
  • [2] 2 (a) Narváez-Mastache, J. M.; Novillo, F.; Delgado, G. Phytochem. 2008, 69, 451; (b) Musa, M. A.; Cooperwood, J. S.; Khan, M. O. F. Curr. Med. Chem. 2008, 15, 2664; (c) Kostova, I.; Raleva, S.; Genova, P.; Argirova, R. Bioinorg. Chem. Appl. 2006, 68274.
  • [3] 3 (a) Battistuzzi, G.; Cacchi, S.; De Salve, I.; Fabrizi, G.; Parisi, L. M. Adv. Synth. Catal. 2005, 347, 308; (b) Ulgheri, F.; Marchetti, M.; Piccolo, O. J. Org. Chem. 2007, 72, 6056; (c) Fernandes, T. A.; Carvalho, R. C. C.;
  • [4] Gonçalves, T. M. D.; da Silva, A. J. M.; Costa, P. R. R. Tetrahedron Lett. 2008, 49, 3322-3325; (d) Giguère, D.; Patnam, R.; Juarez-Ruiz, J. M.; Neault, M.; Roy, R. Tetrahedron Lett. 2009, 50, 425
  • [5] 4 Fernandes, T. A.; da Silva, A. J. M.; Costa, P. R. R. J. Org. Chem. 2010,75, 7085-7091;
Como citar:

Fernandes, Talita de A.; Vaz, Boniek Gontijo; Eberlin, Marcos N.; Silva, Alcides J. M. da; Costa, Paulo R. R.; "Palladium catalyzed Heck-lactonization from orthoiodophenols and enoates: Synthesis of coumarins and the study of the mechanism by electrospray ionization mass spectrometry", p. 71 . In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 2318-4043, DOI 10.5151/chempro-14bmos-R0071-1

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