C-H oxygenation at tertiary carbon centers using iodine oxidant
Kensuke Kiyokawa1, Ryo Ito, Kenta Takemoto
1Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka 565-0871, Japan. kiyokawa@chem.eng.osaka-u.ac.jp minakata@chem.eng.osaka-u.ac.jp.
Abstract:
An oxidation system in which iodic acid (HIO3) is used as an oxidant in the presence of N-hydroxyphthalimide (NHPI) permitted the selective hydroxylation of tertiary C-H bonds and the lactonization of carboxylic acids containing a tertiary carbon center. These reactions are operationally simple and proceed under metal-free conditions using commercially available reagents, thus offering an ideal tool for the efficient oxidation of C-H bonds at tertiary carbon centers.
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