H2O2/HCl system: Oxidation-chlorination of secondary alcohols to α,α′-dichloro ketones

被引：9
作者：
Nikishin, Gennady, I [1 ]
Kapustina, Nadezhda, I [1 ]
Sokova, Lyubov' L. [1 ]
Bityukov, Oleg, V [1 ]
Terent'ev, Alexander O. [1 ,2 ]
机构：
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Leninsky Prospect 47, Moscow 119991, Russia
[2] All Russian Res Inst Phytopathol, Moscow 143050, Russia
来源：
TETRAHEDRON LETTERS | 2020年 / 61卷 / 31期
基金：
俄罗斯科学基金会;
关键词：
alpha; alpha '-Dichloro ketones; Secondary alcohols; Oxidation; Chlorination; Hydrogen peroxide; EFFICIENT ALPHA-CHLORINATION; ONE-POT SYNTHESIS; N-HALOSUCCINIMIDES; HYDROGEN-PEROXIDE; CONVENIENT METHOD; ARYL KETONES; CHLORIDE; HALOGENATION; ALPHA; ALPHA-DICHLOROKETONES; REARRANGEMENTS;
D O I：
10.1016/j.tetlet.2020.152154
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The one-pot oxidation-chlorination of secondary alcohols to give alpha,alpha'-dichloro ketones in 62-80% yields is reported. The convenient and readily available H202/HCl system acts on secondary alcohols (C-5 -C-17) with the formation of alpha,alpha'-dichloro ketones. The reaction proceeds with high selectivity under the reported conditions; during this process peroxide formation and the Baeyer-Villiger oxidation reactions are not observed. (C) 2020 Elsevier Ltd. All rights reserved.
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页数：4
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