On the bromination of aromatics, alkenes and alkynes using alkylammonium bromide: Towards the mimic of bromoperoxidases reactivity. Issue 50 (14th December 2016)

• Record Type: Journal Article
• Authors: Mendoza, Fabian; Ruíz-Guerrero, Rosario; Hernández-Fuentes, Carlos; Molina, Paulina; Norzagaray-Campos, Mariano; Reguera, Edilso
• Is Part Of: Tetrahedron letters. Volume 57:Issue 50(2016)
• Page Start: 5644
• Page End: 5648
• Publication Date: 2016-12-14
• Subjects: Monoregioselective bromination -- Mild methods -- Ammonium metavanadate -- Tetrabutylammonium bromide -- Hydrogen peroxide; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2016.11.011
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Efficient bromination method of aromatic substrates with NH4 VO3 /H2 O2 in mild reaction conditions. Bromination of electron-rich aromatics with TBAB as bromine source. VO(O2 ) + is the vanadium specie that promotes the bromination of organic substrates. Abstract: This article describes an efficient method of bromination of organic substrates including aromatics, alkenes and alkynes with NH4 VO3 as a catalyst and H2 O2 as an oxidant agent using a non-toxic and easy-to-handle source of bromine, tetrabutylammonium bromide. The process was developed under mild reaction conditions and is an innovation from reported methods in aspects such as: i ) short reaction times, ii ) the ability to work at room temperature, iii ) regioselectivity and good yields.