2004European Journal of Organic ChemistryRequires access

Phosphane‐Catalyzed Knoevenagel Condensation: A Facile Synthesis of α‐Cyanoacrylates and α‐Cyanoacrylonitriles

J. S. Yadav, Basi V. Subba Reddy, Ashok Kumar Basak, Boddapati Visali, Akkirala Venkat Narsaiah, Kommu Nagaiah

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Abstract

Abstract Triphenylphosphane (TPP) has been utilized as a novel and efficient catalyst for the Knoevenagel condensation of aldehydes with acidic methylene compounds such as ethyl cyanoacetate and malononitrile to afford substituted olefins. The reaction proceeds smoothly under mild and solvent‐free conditions and the products are obtained in excellent yields with an E‐geometry. This method is applicable for a wide range of aldehydes including aromatic, aliphatic and heterocyclic substrates. Microwave irradiation has been used to achieve enhanced reaction rates and improved yields. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

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Abstract Triphenylphosphane (TPP) has been utilized as a novel and efficient catalyst for the Knoevenagel condensation of aldehydes with acidic methylene compounds such as ethyl cyanoacetate and malononitrile to afford substituted olefins. The reaction proceeds smoothly under mild and solvent‐free conditions and the products are obtained in excellent yields with an E‐geometry. This method is applicable for a wide range of aldehydes including aromatic, aliphatic and heterocyclic substrates. Microwave irradiation has been used to achieve enhanced reaction rates and improved yields. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

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Available abstract

Abstract Triphenylphosphane (TPP) has been utilized as a novel and efficient catalyst for the Knoevenagel condensation of aldehydes with acidic methylene compounds such as ethyl cyanoacetate and malononitrile to afford substituted olefins. The reaction proceeds smoothly under mild and solvent‐free conditions and the products are obtained in excellent yields with an E‐geometry. This method is applicable for a wide range of aldehydes including aromatic, aliphatic and heterocyclic substrates. Microwave irradiation has been used to achieve enhanced reaction rates and improved yields. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

Key concepts: Knoevenagel condensation, Malononitrile, Chemistry, Catalysis, Methylene, Cyanoacrylates, Ethyl cyanoacetate, Microwave irradiation

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