Tribromoisocyanuric Acid: a Benzylic Brominating Reagent

Tribromoisocyanuric Acid: a Benzylic Brominating Reagent

Almeida, Leonardo Silva de; Mattos, Marcio C.S. de; Esteves, and Pierre M.

Abstract:

Benzylic bromination is a radical reaction which has attracted the interest of organic chemists and several methodologies are described in the literature for this important reaction. Tribromoisocyanuric acid (TBCA, Figure 1) is a stable solid, easily prepared by treatment of cyanuric acid with bromide and oxone. Some years ago, we introduced tribromisocyanuric acid as new and efficient reagent for electrophilic bromination reactions of unsaturated compounds. Continuing our interest on the chemistry of this fascinating reagent, we communicate here our initial results on the bromination reaction of organic compounds by TBCA in radical conditions.

Benzylic bromination is a radical reaction which has attracted the interest of organic chemists and several methodologies are described in the literature for this important reaction. Tribromoisocyanuric acid (TBCA, Figure 1) is a stable solid, easily prepared by treatment of cyanuric acid with bromide and oxone. Some years ago, we introduced tribromisocyanuric acid as new and efficient reagent for electrophilic bromination reactions of unsaturated compounds. Continuing our interest on the chemistry of this fascinating reagent, we communicate here our initial results on the bromination reaction of organic compounds by TBCA in radical conditions.

Palavras-chave:

DOI: 10.5151/chempro-14bmos-R0030-1

Referências bibliográficas

• [1] 1 Ghorbani-Vaghei, R.; Chegini, M.; Veisi, H.; Karimi-Tabar, M. Tetrahedron Lett. 2009, 50, 1861.
• [2] 2 de Almeida, L.S.; Esteves, P.M.; de Mattos, M.C.S. Synlett 2006, 1515.
• [3] 3 de Almeida, L.S.; Esteves, P.M.; de Mattos, M.C.S. Tetrahedron Lett. 2009, 50, 3001.
• [4] 4 de Almeida, L.S.; Esteves, P.M.; de Mattos, M.C.S. Synthesis 2006, 221.

Como citar:

Almeida, Leonardo Silva de; Mattos, Marcio C.S. de; Esteves, and Pierre M.; "Tribromoisocyanuric Acid: a Benzylic Brominating Reagent", p-30-30. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0030-1