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

doi:10.5155/eurjchem.3.3.310-313.659

European Journal of Chemistry 2012, 3(3), 310-313 | doi: https://doi.org/10.5155/eurjchem.3.3.310-313.659 | Get rights and content

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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

Negar Lashgari ⁽¹⁾

, Ghodsi Mohammadi Ziarani ^(2,*)

, Alireza Badiei ⁽³⁾

, Parisa Gholamzadeh ⁽⁴⁾

⁽¹⁾ Department of Chemistry, Alzahra University, Vanak Square, 199389-1176, Tehran, Iran
⁽²⁾ Department of Chemistry, Alzahra University, Vanak Square, 199389-1176, Tehran, Iran
⁽³⁾ School of Chemistry, College of Science, University of Tehran, 14155-6455, Tehran, Iran
⁽⁴⁾ Department of Chemistry, Alzahra University, Vanak Square, 199389-1176, Tehran, Iran
^(*) Corresponding Author

Received: 02 Jul 2012 | Accepted: 12 Jul 2012 | Published: 30 Sep 2012 | Issue Date: September 2012

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-SO₃H) in an aqueous medium giving excellent yields of the products in short reaction times. SBA-Pr-SO₃H with a pore size of 6 nm is found to be an efficient and environmentally benign catalyst for this reaction.

3_3_310_313_800

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Editor-in-Chief
European Journal of Chemistry

Keywords

Isatin; SBA-Pr-SO3H; Nano-reactor; Malononitrile; Knoevenagel condensation; 2-Oxoindolin-3-ylidene malononitrile

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DOI: 10.5155/eurjchem.3.3.310-313.659

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Funding information

Research Council of Alzahra University and University of Tehran, Iran

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[8]. Ghodsi Mohammadi Ziarani, Negar Lashgari, Alireza Badiei
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[10]. GHODSI MOHAMMADI ZIARANI, SOMAYEH MOUSAVI, NEGAR LASHGARI, ALIREZA BADIEI
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ChemistrySelect 4(9), 2551, 2019
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[13]. Ghodsi Mohammadi Ziarani, Alireza Badiei, Monireh Shakiba Nahad, Malihe Hassanzadeh
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[14]. Luyi Zhu, Peipei Yan, Lvye Zhang, Zhangtao Chen, Xiaofei Zeng, Guofu Zhong
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[15]. Parisa Gholamzadeh, Ghodsi Mohammadi Ziarani, Alireza Badiei, Zohreh Bahrami
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How to cite

Lashgari, N.; Ziarani, G.; Badiei, A.; Gholamzadeh, P. Eur. J. Chem. 2012, 3(3), 310-313. doi:10.5155/eurjchem.3.3.310-313.659

Lashgari, N.; Ziarani, G.; Badiei, A.; Gholamzadeh, P. Knoevenagel condensation of isatins with malononitrile/ethyl cyanoacetate in the presence of sulfonic acid functionalized silica (SBA-Pr-SO3H) as a new nano-reactor. Eur. J. Chem. 2012, 3(3), 310-313. doi:10.5155/eurjchem.3.3.310-313.659

Lashgari, N., Ziarani, G., Badiei, A., & Gholamzadeh, P. (2012). Knoevenagel condensation of isatins with malononitrile/ethyl cyanoacetate in the presence of sulfonic acid functionalized silica (SBA-Pr-SO3H) as a new nano-reactor. European Journal of Chemistry, 3(3), 310-313. doi:10.5155/eurjchem.3.3.310-313.659

Lashgari, Negar, Ghodsi Mohammadi Ziarani, Alireza Badiei, & Parisa Gholamzadeh. "Knoevenagel condensation of isatins with malononitrile/ethyl cyanoacetate in the presence of sulfonic acid functionalized silica (SBA-Pr-SO3H) as a new nano-reactor." European Journal of Chemistry [Online], 3.3 (2012): 310-313. Web. 30 May. 2023

Lashgari, Negar, Ziarani, Ghodsi, Badiei, Alireza, AND Gholamzadeh, Parisa. "Knoevenagel condensation of isatins with malononitrile/ethyl cyanoacetate in the presence of sulfonic acid functionalized silica (SBA-Pr-SO3H) as a new nano-reactor" European Journal of Chemistry [Online], Volume 3 Number 3 (30 September 2012)

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