Potassium Permanganate

Recent Literature

In an efficient and easily scalable continuous flow transformation of alcohols and aldehydes to carboxylic acids and nitroalkane derivatives to the corresponding carbonyls and carboxylic acids using permanganate as the oxidant, the generation and downstream processing of MnO₂ slurries was not found to cause any blocking of the reactor when ultrasound pulses were applied to the flow system.
J. Sedelmeier, S. V. Ley, I. R. Baxendale, M. Baumann, Org. Lett., 2010, 12, 3618-3621.

J. Sedelmeier, S. V. Ley, I. R. Baxendale, M. Baumann, Org. Lett., 2010, 12, 3618-3621.

Various terminal olefinic compounds are directly converted into the corresponding α-hydroxy ketones in good yields by potassium permanganate oxidation. The reaction is highly chemoselective in the presence of differently protected hydroxy groups.
C. Bonini, L. Chiummiento, M. Funicello, P. Lupattelli, M. Pullez, Eur. J. Org. Chem., 2006, 80-83.

Permanganate supported on active manganese dioxide can be used effectively for the oxidation of arenes, alcohols and sulfides under heterogeneous or solvent-free conditions.
A. Shaabania, P. Mirzaeia, S. Naderia, D. G. Leeb, Tetrahedron, 2004, 60, 11415-11420.

An efficient and cost-effective cis-dihydroxylation reaction of acrylate derivatives in acetone with an imidazolium salt as catalyst and KMnO₄ as the oxidant provides dihydroxylated products without overoxidation. This non-aqueous protocol is highly suitable for the large-scale preparation of cis-dihydroxylated compounds.
I. Khan, Z.-B. Luo, A. Valeru, Y. Xu, B. Liu, B. Sangepu, J.-M. Xie, Synthesis, 2018, 50, 1815-1819.

An efficient and economic procedure for the dihydroxylation of various olefin derivatives with commercial KMnO₄ as the oxidant in the presence of a quaternary ammonium salt is suitable for large-scale production of cis-dihydroxy compounds, even those bearing primary and secondary alcohol groups, without overoxidation.
Z.-b. Luo, C. Zhao, J. Xie, H.-f. Lu, Synthesis, 2016, 48, 3696-3700.

In a preparation of N-alkyl-substituted sulfoximines from sulfides, in situ generated N-bromoalkylamines serve as readily accessible imidating agents leading to N-alkylsulfiliminium bromides that are subsequently oxidized providing the desired products. This unprecedented one-pot imidation/oxidation sequence provides gram quantities of product in a short period of time avoiding the use of toxic alkylating reagents.
C. A. Dannenberg, V. Bizet, C. Bolm, Synthesis, 2015, 47, 1951-1959.

The combination of KMnO₄/AcOH mediates a C-H trifluoromethylation at C-3 of imidazopyridines and C-8 of quinoxalines with readily available Langlois reagent via a radical pathway. This protocol showed broad substrate scope and afforded good yields of both products.
M. E. Firuz, S. Raijai-Daryasarei, F. Rominger, A. Biglari, S. Balalaie, J. Org. Chem., 2023, 88, 10599-10608.