Silica-bonded propylpiperazine-N-sulfamic acid as recyclable solid acid catalyst for preparation of 2-amino-3-cyano-4-aryl-5,10-dioxo- 5,10-dihydro-4H-benzo[g]chromenes and hydroxy-substituted naphthalene-1,4-dione derivatives

Khorami, Fahime; Shaterian, Hamid Reza

doi:10.1016/s1872-2067(12)60761-x

Chinese Journal of Catalysis

2014

DOI: 10.1016/s1872-2067(12)60761-x

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Silica-bonded propylpiperazine-N-sulfamic acid as recyclable solid acid catalyst for preparation of 2-amino-3-cyano-4-aryl-5,10-dioxo- 5,10-dihydro-4H-benzo[g]chromenes and hydroxy-substituted naphthalene-1,4-dione derivatives

Fahime Khorami

Hamid Reza Shaterian

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Cited by 19 publications

References 31 publications

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Design and characterization of Dendrimer of MNPs as a novel, heterogeneous and reusable nanomagnetic organometallic catalyst for one‐pot synthesis of hydroxyl naphthalene‐1,4‐dione derivatives under solvent‐free conditions

Mollazehi

Shaterian

2017

Applied Organom Chemis

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A novel super acidic magnetic nanoparticle as catalyst was successfully synthesized. The preparation of this dendrimer sulfonic acid functionalized γ‐Fe2O3 magnetic core‐shell silica nanoparticles as a new recoverable and heterogeneous nanocatalyst was described. The new catalyst was characterized using various techniques such as scanning electron microscopy (SEM), energy dispersive spectrum (EDS), and thermo gravimetric synthesis (TGA). Moreover, we have examined the catalytic activity of the catalyst for one‐pot, efficient and facile synthesis of 2‐hydroxy‐1,4‐naphthoquinone derivatives via a three‐component condensation reaction of 2‐hydroxynaphthalene‐1,4‐dione, aromatic aldehydes and aniline derivatives. High yields of products, short reaction times, waste‐free, mild, ambient and solvent‐free reaction conditions are advantages of this protocol. Also, the catalyst can be easily recovered by an external magnetic and reused several times without significant loss of its catalytic activity.

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Design and characterization of Dendrimer of MNPs as a novel, heterogeneous and reusable nanomagnetic organometallic catalyst for one‐pot synthesis of hydroxyl naphthalene‐1,4‐dione derivatives under solvent‐free conditions

Mollazehi

Shaterian

2017

Applied Organom Chemis

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Sulfonic acid‐functionalized Fe₃O₄‐supported magnetized graphene oxide quantum dots: A novel organic‐inorganic nanocomposite as an efficient and recyclable nanocatalyst for the synthesis of dihydropyrano[2,3‐c]pyrazole and 4H‐chromene derivatives

Abbasabadi

Azarifar

Zand

2020

Applied Organom Chemis

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In this research, the main emphasis has been focused on the preparation of a novel Fe3O4‐supported propane‐1‐sulfonic acid‐grafted graphene oxide quantum dots (Fe3O4@GOQD‐O‐(propane‐1‐sulfonic acid)) that it was readily synthesized via a five‐step procedure as a hitherto unreported magnetic nanocatalyst. This newly prepared Fe3O4@GOQD‐O‐(propane‐1‐sulfonic acid) nanocomposite was structurally well‐established by different analytical techniques including Fourier transform infrared (FT‐IR), X‐ray diffraction (XRD), energy‐dispersive X‐ray (EDX), thermal gravimetric analysis (TGA), field emission gun‐scanning electron microscope (FESEM), high‐resolution transmission electron microscopy (HRTEM) and vibrating sample magnetometer (VSM) analyses. The high catalytic performance of this nanocomposite was exhibited in one‐pot synthesis of dihydropyrano[2,3‐c]pyrazole and 4H‐chromene derivatives under mild conditions. Low reaction times, excellent yields of the products, benignity of the catalyst, easy reaction work‐up and magnetic recyclability of the catalyst are the main advantages of the present protocol. Also, our research indicated that the Fe3O4@GOQD‐O‐(propane‐1‐sulfonic acid) could be reused up to five times without considerable loss of catalytic activity.

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Environmentally Benign Copper Triflate‐Mediated Multicomponent One‐Pot Synthesis of Novel Benzo[g]chromenes Possess Potent Anticancer Activity

et al. 2017

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An efficient multi‐component one‐pot synthesis of highly functionalized 5,10‐dihydro‐4H‐benzo[g]chromenes‐3‐caronitrile derivatives from 2‐hydroxy‐1,4‐naphthoquinone, aromatic aldehyde and malonitrile in the presence of Cu(OTf)2 catalyst and eco friendly polyethylene glycol solvent was carried out under ultrasonication. The reaction was completed within 10 minutes and resulted in good yield. The synthesized compounds were tested for their in‐vitro anticancer activity against cervical cancer cell line (HeLa). Nine out of ten compounds showed potent antitumor activity better than that of doxorubicin. 2‐Amino‐4‐(3‐methoxy‐2‐hydroxy)‐5,10‐dioxo‐5,10‐dihydro‐4H‐benzo[g]chromene‐3‐carbonitrile displayed highest activity among the test compounds and doxorubicin with IC50 equal to 1.27 μM.

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Silica-bonded propylpiperazine-N-sulfamic acid as recyclable solid acid catalyst for preparation of 2-amino-3-cyano-4-aryl-5,10-dioxo- 5,10-dihydro-4H-benzo[g]chromenes and hydroxy-substituted naphthalene-1,4-dione derivatives

Cited by 19 publications

References 31 publications

Design and characterization of Dendrimer of MNPs as a novel, heterogeneous and reusable nanomagnetic organometallic catalyst for one‐pot synthesis of hydroxyl naphthalene‐1,4‐dione derivatives under solvent‐free conditions

Design and characterization of Dendrimer of MNPs as a novel, heterogeneous and reusable nanomagnetic organometallic catalyst for one‐pot synthesis of hydroxyl naphthalene‐1,4‐dione derivatives under solvent‐free conditions

Sulfonic acid‐functionalized Fe₃O₄‐supported magnetized graphene oxide quantum dots: A novel organic‐inorganic nanocomposite as an efficient and recyclable nanocatalyst for the synthesis of dihydropyrano[2,3‐c]pyrazole and 4H‐chromene derivatives

Environmentally Benign Copper Triflate‐Mediated Multicomponent One‐Pot Synthesis of Novel Benzo[g]chromenes Possess Potent Anticancer Activity

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Silica-bonded propylpiperazine-N-sulfamic acid as recyclable solid acid catalyst for preparation of 2-amino-3-cyano-4-aryl-5,10-dioxo- 5,10-dihydro-4H-benzo[g]chromenes and hydroxy-substituted naphthalene-1,4-dione derivatives

Cited by 19 publications

References 31 publications

Design and characterization of Dendrimer of MNPs as a novel, heterogeneous and reusable nanomagnetic organometallic catalyst for one‐pot synthesis of hydroxyl naphthalene‐1,4‐dione derivatives under solvent‐free conditions

Design and characterization of Dendrimer of MNPs as a novel, heterogeneous and reusable nanomagnetic organometallic catalyst for one‐pot synthesis of hydroxyl naphthalene‐1,4‐dione derivatives under solvent‐free conditions

Sulfonic acid‐functionalized Fe3O4‐supported magnetized graphene oxide quantum dots: A novel organic‐inorganic nanocomposite as an efficient and recyclable nanocatalyst for the synthesis of dihydropyrano[2,3‐c]pyrazole and 4H‐chromene derivatives

Environmentally Benign Copper Triflate‐Mediated Multicomponent One‐Pot Synthesis of Novel Benzo[g]chromenes Possess Potent Anticancer Activity

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Product

Resources

About

Sulfonic acid‐functionalized Fe₃O₄‐supported magnetized graphene oxide quantum dots: A novel organic‐inorganic nanocomposite as an efficient and recyclable nanocatalyst for the synthesis of dihydropyrano[2,3‐c]pyrazole and 4H‐chromene derivatives