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

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Phenanthrenequinone chlorination with trichloroisocyanuric acid

Azeredo, Sirlene Oliveira Francisco de ; Figueroa-Villar, José Daniel ;

Abstract:

Halogenated aromatic compounds are used in the synthesis of products with important biological activity. Many methods of direct halogenation of aromatic systems involve the use of elemental halogen or expensive transition metal based catalysts. A reagent that has been used for chlorination of aromatic compounds is trichloroisocyanuric acid (TICA). TICA is a reagent which provides chlorination, being easy to access and manipulate, stable and inexpensive. Electrophilic aromatic substitution reactions with trichloroisocyanuric acid can be performed using polar aqueous solutions with sulfuric acid 50% (v/v) or a Lewis acid as catalyst. The objective of this work is to use acid trichloroisocyanuric for phenanthrenequinone chlorination using various methodologies to obtain chlorinated compounds employed as intermediates for the synthesis of new compounds with potential biological activity.

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Palavras-chave: Phenanthrenequinone, trichloroisocyanuric acid and chlorination,

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DOI: 10.5151/chempro-15bmos-BMOS2013_201310219246

Referências bibliográficas
  • [1] 1 Mendonça, G.F et al. J. Chem. Soc., Vol.16 (4), p.695, 2005.
  • [2] 2 Mendonça And de Mattos. Química Nova, Vol. 31 (4), p.798, 2008.
  • [3] 3 Vasconcellos And Lima Junior. Química Nova, Vol. 32 (1), p.244, 2009.
  • [4] 4 Juenge, E.C; Beal, D.A; Duncan, W.P. J. Org. Chem. Vol. 35 (3), 719, 1970.
Como citar:

Azeredo, Sirlene Oliveira Francisco de; Figueroa-Villar, José Daniel; "Phenanthrenequinone chlorination with trichloroisocyanuric acid", p. 31 . 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_201310219246

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