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An efficient and convenient transformation of α-haloketones to α-hydroxyketones using cesium formate
Authors:Fung Fuh Wong   Po-Wei Chang   Hui-Chang Lin   Bang-Jau You   Jiann-Jyh Huang  Shao-Kai Lin
Affiliation:a Graduate Institute of Pharmaceutical Chemistry, China Medical University, No. 91 Hsueh-Shih Rd., Taichung 40402, Taiwan, ROC
b School of Chinese Medicine Resources, China Medical University, No. 91 Hsueh-Shih Rd., Taichung 40402, Taiwan, ROC
c Development Center for Biotechnology, No. 101, Lane 169, Kangning St., Xizhi City, Taipei County 221, Taiwan, ROC
d Sustainable Environment Research Center, National Cheng Kung University, No. 500, Sec. 3, An-ming Rd., Tainan City 709, Taiwan, ROC
Abstract:A new safe and convenient transformation has been developed. In the presence of cesium formate in dry MeOH solution, α-haloketones underwent direct conversion reaction to afford α-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.
Keywords:α  -Haloketone   α  -Hydroxyketone   Cesium formate   Transformation
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