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Ag/CdS Nanocomposite: An Efficient Recyclable Catalyst for the Synthesis of Novel 8-Aryl-8H-[1,3]dioxolo[4,5-g]chromene-6-carboxylic Acids under Mild Reaction Conditions.
Comb Chem High Throughput Screen. 2018; 21(5):323-328.CC

Abstract

AIM AND OBJECTIVE

Chromene derivatives are privileged heterocyclic systems that exhibit various types of biological properties such as antioxidant, anticancer, antimicrobial, hypotensive, and local anesthetic. Cadmium sulfide nanoparticles (CdS NPs) as an efficient heterogeneous catalyst is used in various organic transformations because of its certain unique and unusual physico-chemical properties. The effectiveness of catalytic activity of CdS NPs can be improved due to the combined effect of Ag particles.

RESULTS

Ag/CdS nanocomposite is a readily available, recyclable, and non-toxic catalyst used for the highly efficient synthesis of novel 8-aryl-8H-[1,3]dioxolo[4,5-g]chromrne-6-carboxylic acids. This reaction is conveniently performed under mild reaction conditions. All synthesized compounds were well characterized by their satisfactory elemental analyses, IR, 1H and 13C NMR spectroscopy. The synthesized catalyst was fully characterized by XRD, SEM, and EDX techniques.

MATERIALS AND METHODS

The present methodology focuses on the condensation reaction of arylmethylidenepyruvic acids with 3,4-methylenedioxyphenol, using a catalytic amount of Ag/CdS nanocomposite (15 mol%) in aqueous media at room temperature to afford 8-aryl-8H-[1,3]dioxolo [4,5-g]chromrne-6-carboxylic acids in high yields (90-97%) within short reaction times (2-4 h). The Ag/CdS nanocomposite was also prepared by an ultrasonic-assisted sol-gel method.

CONCLUSION

In conclusion, we have successfully synthesized novel 8-aryl-8H-[1,3]dioxolo[4,5- g]chromrne-6-carboxylic acid derivatives by the Ag/CdS nanocomposite catalyzed cyclocondensation reaction of arylmethylidenepyruvic acids with 3,4-methylenedioxyphenol under mild reaction conditions. Environmentally benign procedure, high to excellent yields of products, simplicity of operation, and use of readily available and recyclable catalyst are the advantages of this new practical reaction.

Authors+Show Affiliations

Department of Chemistry, East Tehran Branch, Islamic Azad University, P.O. Box 18735-138, Tehran, Iran.Department of Chemistry, East Tehran Branch, Islamic Azad University, P.O. Box 18735-138, Tehran, Iran.Department of Chemistry, Boroujerd Branch, Islamic Azad University, Boroujerd, Iran.Young Researchers and Elite Club, South Tehran Branch, Islamic Azad University, Tehran, Iran.

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

29866001

Citation

Abdolmohammadi, Shahrzad, et al. "Ag/CdS Nanocomposite: an Efficient Recyclable Catalyst for the Synthesis of Novel 8-Aryl-8H-[1,3]dioxolo[4,5-g]chromene-6-carboxylic Acids Under Mild Reaction Conditions." Combinatorial Chemistry & High Throughput Screening, vol. 21, no. 5, 2018, pp. 323-328.
Abdolmohammadi S, Nasrabadi SRR, Seif A, et al. Ag/CdS Nanocomposite: An Efficient Recyclable Catalyst for the Synthesis of Novel 8-Aryl-8H-[1,3]dioxolo[4,5-g]chromene-6-carboxylic Acids under Mild Reaction Conditions. Comb Chem High Throughput Screen. 2018;21(5):323-328.
Abdolmohammadi, S., Nasrabadi, S. R. R., Seif, A., & Fard, N. E. (2018). Ag/CdS Nanocomposite: An Efficient Recyclable Catalyst for the Synthesis of Novel 8-Aryl-8H-[1,3]dioxolo[4,5-g]chromene-6-carboxylic Acids under Mild Reaction Conditions. Combinatorial Chemistry & High Throughput Screening, 21(5), 323-328. https://doi.org/10.2174/1386207321666180604104456
Abdolmohammadi S, et al. Ag/CdS Nanocomposite: an Efficient Recyclable Catalyst for the Synthesis of Novel 8-Aryl-8H-[1,3]dioxolo[4,5-g]chromene-6-carboxylic Acids Under Mild Reaction Conditions. Comb Chem High Throughput Screen. 2018;21(5):323-328. PubMed PMID: 29866001.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Ag/CdS Nanocomposite: An Efficient Recyclable Catalyst for the Synthesis of Novel 8-Aryl-8H-[1,3]dioxolo[4,5-g]chromene-6-carboxylic Acids under Mild Reaction Conditions. AU - Abdolmohammadi,Shahrzad, AU - Nasrabadi,Seyed Reza Rasouli, AU - Seif,Ahmad, AU - Fard,Narges Elmi, PY - 2017/07/07/received PY - 2018/04/11/revised PY - 2018/05/23/accepted PY - 2018/6/6/pubmed PY - 2019/12/31/medline PY - 2018/6/6/entrez KW - 3,4-methylenedioxyphenol KW - Ag/CdS nanocomposite KW - aqueous media KW - arylmethylidenepyruvic acids KW - environmentally benign procedure KW - mild reaction conditions KW - recyclability of catalyst. SP - 323 EP - 328 JF - Combinatorial chemistry & high throughput screening JO - Comb. Chem. High Throughput Screen. VL - 21 IS - 5 N2 - AIM AND OBJECTIVE: Chromene derivatives are privileged heterocyclic systems that exhibit various types of biological properties such as antioxidant, anticancer, antimicrobial, hypotensive, and local anesthetic. Cadmium sulfide nanoparticles (CdS NPs) as an efficient heterogeneous catalyst is used in various organic transformations because of its certain unique and unusual physico-chemical properties. The effectiveness of catalytic activity of CdS NPs can be improved due to the combined effect of Ag particles. RESULTS: Ag/CdS nanocomposite is a readily available, recyclable, and non-toxic catalyst used for the highly efficient synthesis of novel 8-aryl-8H-[1,3]dioxolo[4,5-g]chromrne-6-carboxylic acids. This reaction is conveniently performed under mild reaction conditions. All synthesized compounds were well characterized by their satisfactory elemental analyses, IR, 1H and 13C NMR spectroscopy. The synthesized catalyst was fully characterized by XRD, SEM, and EDX techniques. MATERIALS AND METHODS: The present methodology focuses on the condensation reaction of arylmethylidenepyruvic acids with 3,4-methylenedioxyphenol, using a catalytic amount of Ag/CdS nanocomposite (15 mol%) in aqueous media at room temperature to afford 8-aryl-8H-[1,3]dioxolo [4,5-g]chromrne-6-carboxylic acids in high yields (90-97%) within short reaction times (2-4 h). The Ag/CdS nanocomposite was also prepared by an ultrasonic-assisted sol-gel method. CONCLUSION: In conclusion, we have successfully synthesized novel 8-aryl-8H-[1,3]dioxolo[4,5- g]chromrne-6-carboxylic acid derivatives by the Ag/CdS nanocomposite catalyzed cyclocondensation reaction of arylmethylidenepyruvic acids with 3,4-methylenedioxyphenol under mild reaction conditions. Environmentally benign procedure, high to excellent yields of products, simplicity of operation, and use of readily available and recyclable catalyst are the advantages of this new practical reaction. SN - 1875-5402 UR - https://www.unboundmedicine.com/medline/citation/29866001/Ag/CdS_Nanocomposite:_An_Efficient_Recyclable_Catalyst_for_the_Synthesis_of_Novel_8_Aryl_8H_[13]dioxolo[45_g]chromene_6_carboxylic_Acids_under_Mild_Reaction_Conditions_ L2 - http://www.eurekaselect.com/162745/article DB - PRIME DP - Unbound Medicine ER -