Reactions of tertiary propargyl alcohols with sodium halides under oxidative conditions

被引:20
作者
Aborways, Marwa M. [1 ]
Moran, Wesley J. [1 ]
机构
[1] Univ Huddersfield, Dept Chem, Huddersfield HD1 3DH, W Yorkshire, England
关键词
Halogenation; Propargyl alcohols; Oxidation; Synthesis; BROMINATION; ACID; ALKYNES; EFFICIENT; KETONES;
D O I
10.1016/j.tetlet.2014.02.042
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The study of the reactions of tertiary propargyl alcohols with sodium halides under oxidative conditions is presented. With sodium iodide, alpha-iodoenones were formed, however, with sodium bromide or chloride the alpha-haloenones were only formed in low yields under anhydrous conditions. Conversely, upon addition of water to the reaction mixtures, alpha,alpha-dibromoketones and alpha,alpha-dichloroketones were formed in good yields, but alpha,alpha-diiodoketones were not observed. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2127 / 2129
页数:3
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