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Halofluorination of Alkenes Using Trihaloisocyanuric Acids and HF•Pyridine

Lívia T. C. Crespo, Rodrigo da S. Ribeiro, Marcio C. S. de Mattos*, Pierre M. Esteves*

*Instituto de Química, Departamento de Química Orgânica, Universidade Federal do Rio de Janeiro, Cx Postal 68545, 21945-970, Rio de Janeiro, Brazil, Email:,

L. T. C. Crespo, R. da S. Ribeiro, M. S. S. de Mattos, P. M. Esteves, Synthesis, 2010, 2379-2382.

DOI: 10.1055/s-0029-1220011


Halofluorination of alkenes in the presence of trihaloisocyanuric acids and HF•pyridine results in the formation of vicinal halofluoroalkanes in good yields. The reaction is regioselective leading to Markovnikov-oriented products and the halofluorinated adducts follow anti-addition in the case of cyclohexene and 1-methylcyclohexene.

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Key Words

fluorination, bromination, chlorination, iodination, multicomponent reactions

ID: J66-Y2010-1860