Phase transfer alkylation of arylacetonitriles revisited

被引:28
作者
Barbasiewicz, Michal [1 ]
Marciniak, Karolina [1 ]
Fedorynski, Michal [1 ]
机构
[1] Warsaw Univ Technol, Fac Chem, PL-00664 Warsaw, Poland
关键词
phase transfer catalysis; alkylation; cyclopropanes; cyclobutanes; concentration effect;
D O I
10.1016/j.tetlet.2006.03.176
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Phase transfer alkylations of phenylacetonitrile derivatives carried out in the presence of 60-75% aqueous KOH, instead of the typical 50% NaOH, provide substantial improvements in the overall yields and purity of products. Reactions with simple secondary alkyl halides, as well as cycloalkylations with 1,2- and 1,3-dihaloalkanes proceed with good yields. Increasing the concentration of base diminishes the formation of by-products from competitive beta-elimination processes. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3871 / 3874
页数:4
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