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Knoevenagel condensation catalyzed by K2NiP2O7. Synthesis of (E)-methyl-α-cyanocinnamates in high yields

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Abstract

The Knoevenagel reaction of benzaldehyde and several chloroderivatives with methyl cyanoacetate catalyzed by K2NiP2O7 leads to methyl (E)-α-cyanocinnamate derivatives in 40 min with yields of 71.65–83.45%. Pure products are easily obtained in crystalline form, uncontaminated by side products or by stereoisomers. Methyl 2-chlorocyanocinnamate, methyl 2,4-dichlorocyanocinnamate, and a new polymorph of methyl cyanocinnamate have been characterized by single crystal X-ray diffraction.

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Correspondence to Elizabeth M. Holt.

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Maadi, A.E., Matthiesen, C.L., Ershadi, P. et al. Knoevenagel condensation catalyzed by K2NiP2O7. Synthesis of (E)-methyl-α-cyanocinnamates in high yields. Journal of Chemical Crystallography 33, 757–763 (2003). https://doi.org/10.1023/A:1026155323394

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  • DOI: https://doi.org/10.1023/A:1026155323394

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