Categories: C=O Bond Formation > Synthesis of aldehydes >
Synthesis of aldehydes by benzylic oxidation
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The use of NaClO/TEMPO/Co(OAc)2 enabled a benzylic oxidation of alkyl
arenes to yield various aromatic aldehydes and ketones in very good yields. The
reaction reactivity, selectivity, and scope of the reaction were investigated.
C. Jin, L. Zhang, W. Su, Synlett, 2011,
1435-1438.
o-Iodoxybenzoic acid (IBX) was found to be highly effective in oxidations
adjacent to carbonyl and benzylic functionalities to form either α,β-unsaturated carbonyl compounds
or conjugated aromatic carbonyl systems. Fine-tuning of the
reaction conditions allowed remarkably selective transformations within
multifunctional substrates.
K. C. Nicolaou, T. Montagnon, P. S. Baran, Y.-L. Zhong, J. Am. Chem. Soc., 2002, 124, 2245-2258.
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.
