Dess–Martin oxidation
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The reaction uses a hypervalent iodine reagentcite-ref-carey-2-1[2] similar to 2-iodoxybenzoic acid to selectively and mildly oxidize alcohols to aldehydes or ketones. The reaction is commonly conducted in chlorinated solvents such as dichloromethane or chloroform.cite-ref-carey-2-2[2] The reaction can be done at room temperature and is quickly complete. Many other functional groups will not be affected by this reaction.
The Dess–Martin oxidation may be preferable to other oxidation reactions as it is very mild, avoids the use of toxic chromium reagents, does not require large excess or co-oxidants, and has a relatively easy workup.
The reaction produces two equivalents of acetic acid. It can be buffered with pyridine or sodium bicarbonate in order to protect acid-labile compounds.
The rate of oxidation can be increased by the addition of water to the reaction mixture.cite-ref-meyer94-3-0[3]
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