Periodic Acid
Recent Literature
Benzyl alcohols and benzyl TBDMS ethers were efficiently oxidized to the
corresponding carbonyl compounds in high yield with periodic acid catalyzed
by CrO3 at low temperature (-78 °C). The oxidation procedure was
highly functional group tolerant and very selective for the TBDMS group over
the TBDPS group.
S. Zhang, L. Xu, M. L. Trudell, Synthesis, 2005, 1757-1760.
S. Zhang, L. Xu, M. L. Trudell, Synthesis, 2005,
1757-1760.
A CrO3-catalyzed oxidation of primary alcohols to carboxylic acids
proceeds smoothly with only 1-2 mol % of CrO3 and 2.5 equivalents of
H5IO6 in wet MeCN to give the carboxylic acids in
excellent yield. No significant racemization is observed for alcohols with
adjacent chiral centers. Secondary alcohols are cleanly oxidized to ketones.
M. Zhao, J. Li, Z. Song, R. Desmond, D. M. Tschaen, E. J. J. Grabowski, P. J.
Reider, Tetrahedron Lett., 1998,
39, 5323-5326.
A facile and quantitative preparation of carboxylic acids by a
pyridinium chlorochromate (PCC) catalyzed (2 mol%) oxidation of primary
alcohols and aldehydes using 2.2 equivalents and 1.1 equivalents of H5IO6,
respectively, in acetonitrile is described here.
M. Hunsen,
Synthesis, 2005, 2487-2490.
M. Hunsen, Synthesis, 2005, 2487-2490.
An excellent method for the selective oxidation of sulfides to
sulfoxides with periodic acid (H5IO6) catalyzed by
FeCl3 in MeCN has been devised. The reported procedure is
fast, simple and the yields are excellent in most cases with reaction
time of less than 2 minutes.
S. S. Kim, K. Nehru, S. S. Kim, D. W. Kim, H. C. Jung, Synthesis, 2002, 2484-2486.
