4.5 Article

An efficient and convenient transformation of α-haloketones to α-hydroxyketones using cesium formate

Journal

JOURNAL OF ORGANOMETALLIC CHEMISTRY
Volume 694, Issue 21, Pages 3452-3455

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.jorganchem.2009.06.031

Keywords

alpha-Haloketone; alpha-Hydroxyketone; Cesium formate; Transformation

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A new safe and convenient transformation has been developed. In the presence of cesium formate in dry MeOH solution, alpha-haloketones underwent direct conversion reaction to afford alpha-hydroxyketone in excellent yields. Furthermore, this methodology can be extended and applied in 2-chloro-N-(1,3-diphenyl-1H-pyrazol-5-yl)acetamide, 2-chloro-N-(2,6-dimethylphen-yl)acetamide, 1-(bromomethylsulfonyl)benzene, and N-(bromomethyl)phthalimide to give the corresponding products in moderate to excellent yields. Crown Copyright (C) 2009 Published by Elsevier B.V. All rights reserved.

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