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Base-Mediated Halogenation of Acidic Aryl C-H Bonds at Higher Temperatures
H.-Q. Do, O. Daugulis*
University of Houston, USA
23 March 2009 (online)
The in situ halogenation of acidic sp² carbon-hydrogen bonds in electron-deficient arenes and hetarenes is carried out in a novel approach generating a reactive organometallic intermediate in the presence of a halonium source. Both selective monohalogenation and exhaustive perhalogenation of multiple acidic C-H bonds are permitted by this procedure. Depending on the substrate, the reaction proceeds in moderate to excellent yields.