Acetone, 2-Propanone
Recent Literature
Oxidative methyl esterification of primary alcohols and diols with methanol in
the presence of acetone as a hydrogen acceptor was successfully achieved under
catalysis of an iridium complex combined with 2-(methylamino)ethanol (MAE).
N. Yamamoto, Y. Obora, Y. Ishii, J. Org. Chem., 2011,
76, 2937-2941.
A Ni-catalyzed intermolecular coupling of primary alcohols and
organotriflates provides ketones in the presence of acetone. Two competitive
oxidation processes, that generate aldehyde in situ via hydrogen transfer
oxidation or (pseudo)dehalogenation pathways, are followed by a Ni-catalyzed
carbonyl-Heck process.
T. Verheyen, L. van Turnhout, J. K. Vandavasi, E. S. Isbrandt, W. M. De
Borggraeve, S. G. Newman, J. Am. Chem. Soc.,
2019,
141, 6869-6874.
Air-stable iron carbonyl compounds bearing cyclopentadienone ligands with TMS
groups in the 2- and 5-positions catalyze dehydrogenative diol lactonization
reactions using acetone as both the solvent and hydrogen acceptor. Lactones
containing five-, six-, and seven-membered rings were successfully synthesized,
and no over-oxidations to carboxylic acids were detected.
Y. Tang, R. I. L. Meador, C. T. Malinchak, E. E. Harrison, K. A. McCaskey, M.
C. Hempel, T. W. Funk, J. Org. Chem., 2020, 85,
1823-1834.
An effective protocol for Oppenauer (OOP) oxidation of alcohols under
mild conditions with t-BuCHO as hydride acceptor was developed. The
highly active aluminium catalyst allowed even the oxidation of terpenoids and
stereoids with
acetone as the hydride acceptor.
S. S. Kim, H. C. Jung, Synthesis,
2003, 2135-2137.
A base-free rhodium-catalyzed Mizoroki-Heck reaction of potassium
aryltrifluoroborates with alkenes in the presence of acetone as green "oxidant"
constitutes an interesting alternative to conventional olefinations using aryl
halides thanks to the ready availability of organoboranes.
S. S. Kim, H. C. Jung, Synthesis,
2003, 2135-2137.