Alkylations at the γ-Position of Acetoacetaldehyde and α-Benzylacetoacetaldehyde through their Dicarbanions

TM Harris, S Boatman, CR Hauser

Index: Harris,T.M. et al. Journal of the American Chemical Society, 1963 , vol. 85, p. 3273 - 3276

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Citation Number: 13

Abstract

The dicarbanion of acetoacetaldehyde, prepared from sodioacetoacetaldehyde and a molecular equivalent of potassium amide in liquid ammonia, was alkylated at the 7-position with benzyl, methyl, n-butyl, and n-octyl halides. Several were also isolated by cyclization with cyanoacetamide to form the cyanopyridones and by self-condensation to form the triacylbenzenes. Similarly, the dicarbanion of a-benzylacetoacetaldehyde underwent ...

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