2012European Journal of ChemistryOpen access

Knoevenagel condensation of isatins with malononitrile/ethyl cyanoacetate in the presence of sulfonic acid functionalized silica (SBA-Pr-SO3H) as a new nano-reactor

Negar Lashgari, Ghodsi Mohammadi Ziarani, Alireza Badiei, Parisa Gholamzadeh

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Abstract

The Knoevenagel condensation between isatins and active methylene compounds like malononitrile and ethyl cyanoacetate to prepare 2-oxoindolin-3-ylidene malononitrile/ cyanoacetates is described. The reactions occur in the presence of sulfonic acid functionalized silica SBA-15 (SBA-Pr-SO 3 H) in an aqueous medium giving excellent yields of the products in short reaction times. SBA-Pr-SO 3 H with a pore size of 6 nm is found to be an efficient and environmentally benign catalyst for this reaction.

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The Knoevenagel condensation between isatins and active methylene compounds like malononitrile and ethyl cyanoacetate to prepare 2-oxoindolin-3-ylidene malononitrile/ cyanoacetates is described. The reactions occur in the presence of sulfonic acid functionalized silica SBA-15 (SBA-Pr-SO 3 H) in an aqueous medium giving excellent yields of the products in short reaction times. SBA-Pr-SO 3 H with a pore size of 6 nm is found to be an efficient and environmentally benign catalyst for this reaction.

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Available abstract

The Knoevenagel condensation between isatins and active methylene compounds like malononitrile and ethyl cyanoacetate to prepare 2-oxoindolin-3-ylidene malononitrile/ cyanoacetates is described. The reactions occur in the presence of sulfonic acid functionalized silica SBA-15 (SBA-Pr-SO 3 H) in an aqueous medium giving excellent yields of the products in short reaction times. SBA-Pr-SO 3 H with a pore size of 6 nm is found to be an efficient and environmentally benign catalyst for this reaction.

Key concepts: Malononitrile, Knoevenagel condensation, Chemistry, Sulfonic acid, Ethyl cyanoacetate, Catalysis, Methylene, Organic chemistry

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Knoevenagel condensation of isatins with malononitrile/ethyl cyanoacetate in the presence of sulfonic acid functionalized silica (SBA-Pr-SO3H) as a new nano-reactor — Research Paper | ScholarLens