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

Abstract - Open Access.

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Stereoselective Nucleophilic Addition of Potassium Ethynyltrimethylsilyltrifluoroborate to N-acyliminium ions: Versatile Building Blocks to 1,2,3-Triazoles

Ferreira*(PG), Fernando P. ; Manarin, Flávia G. ; Pedrozo, Eliane C. ; Stefani, Hélio A. ;

Abstract:

N-acyliminium ions are important intermediates in organic synthesis, particularly for the synthesis of various nitrogen-containing natural and unnatural products of biological interest. A wide variety of carbon-based nucleophiles are known to react with N-acyliminium ions. In this context, potassium organotrifluoroborates salts represent a versatile tool for the production of new substituted pirrolidinones. N-heterocyclic compounds such as 1,2,3-triazoles play an important role in biological fields and there are innumerous examples in the literature including anti-HIV activity, antimicrobial, and more. In this context, considerable efforts have been made to develop new methods to synthesize this heterocycle.

Abstract:

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Palavras-chave: N-acyliminium, organotrifluoroborates, Click Chemistry,

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DOI: 10.5151/chempro-14bmos-R0354-1

Referências bibliográficas
  • [1] 1 Maryanoff, B. E.;Zhang, H.-C.; Cohen, J. H.; Turchi, I. J.; Maryanoff, C. A. Chem. Rev. 2004, 104, 143
  • [2] 2 Batey, R. A.; Mackay, D. B.; Santhakumar, V. J. Am. Chem. Soc. 1999, 121, 5075;
  • [3] 3Alvarez, R.; Velazquez, S.;San, F.; de, C.; Perno, C. F.; Karlsson, A.; Balzarini, J.; Camarasa, M. J. Med. Chem. 1994, 37, 4185.
  • [4] 4Genin, M. J.; Allwine, D. A.; Anderson, D. J.; Barbachyn, M. R.; Emmert, D. E.; Garmon, S. A.; Graber, D. R.; Grega, K. C.; Hester, J. B.; Hutchinson, D. K.; Morris, J.; Reischer, R. J.; Ford, C. W.; Zurenko, G. E.; Hamel, J. C.; Schaadt, R. D.; Stapert, D.; Yagi, B. H. J. Med. Chem. 2000, 43, 953.
  • [5] 5 Vieira, A. S.; Fiorante, P. F.; Hough, T. L. S.; Ferreira, F. P.; Lüdtke, D. S.; Stefani, H, A. Org. Lett. 2008, 10, 521
Como citar:

Ferreira*(PG), Fernando P.; Manarin, Flávia G.; Pedrozo, Eliane C.; Stefani, Hélio A.; "Stereoselective Nucleophilic Addition of Potassium Ethynyltrimethylsilyltrifluoroborate to N-acyliminium ions: Versatile Building Blocks to 1,2,3-Triazoles", p. 354 . 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-R0354-1

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