Tetrahedron letters

Phase transfer alkylation of arylacetonitriles revisited

M Barbasiewicz, K Marciniak, M Fedoryński

Index: Barbasiewicz, Michal; Marciniak, Karolina; Fedorynski, Michal Tetrahedron Letters, 2006 , vol. 47, # 23 p. 3871 - 3874

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Citation Number: 18

Abstract

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 ...