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Trichloroisocyanuric Acid as a Cohalogenating Reagent: An Efficient Transformation of Alkenes into Chlorohydrins, β-Chloroethers and β-Chloroacetates

Gabriela Fonseca Mendonça, Antonio Manzolillo Sanseverino, Marcio C. S. de Mattos*

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

G. Fonseca Mendonça, A. Manzolillo Sanseverino, M. C. S. de Mattos, Synthesis, 2003, 45-48.

DOI: 10.1055/s-2003-36250


The preparation of diverse β-chloroethers, β-chloroacetates, and chlorohydrins is efficiently achieved under mild conditions by reaction of alkenes with trichloroisocyanuric acid in alcohols, acetic acid or aqueous acetone, respectively.

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Key Words

alkenes, electrophilic additions, esters, ethers, halogenation, chlorohydrins

ID: J66-Y2003-1710