Acetone

Product Manager：

Nick Wilde

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.

https://doi.org/10.1021/jo2003264

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.

https://doi.org/10.1021/jacs.9b03280

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.

https://doi.org/10.1021/acs.joc.9b01884

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.

https://doi.org/10.1021/ol020094c

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.

T.S. Kim, H. C. Jung, Synthesis, 2003, 2135-2137.

https://doi.org/10.1021/ol071098q

Quoted from: https://www.organic-chemistry.org/chemicals/oxidations/acetone.shtm

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