Polymer-Supported Fe-Phthalocyanine Derived Heterogeneous Photo-Catalyst for the Synthesis of Tetrazoles Under Visible Light Irradiation

Khajone, Vijay B.; Balinge, Kamlesh Rudreshwar; Bhagat, Pundlik Rambhau

doi:10.1007/s10562-020-03461-z

Cited by 14 publications

(9 citation statements)

References 55 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The precursor compound 2b, was achieved by adapting the procedure from the literature [51] using a simple condensation technique. In a 50 mL of the round bottom flask, a mixture of 2 a 1.66 g (10 mmol) treated with 3 a 4.818 g (22 mmol) containing 25 mL ethanol, with a pinch of zinc chloride.…”

Section: Methodsmentioning

confidence: 99%

A Metal/Solvent/Additive Free Compliant Route to Ullmann‐Type C−N Coupling using Ionic Liquid Entangled Porphyrin Heterogeneous Photocatalyst

Barange

Bhagat

2022

ChemistrySelect

Self Cite

View full text Add to dashboard Cite

N-Substituted pyrrole derivatives have been attracted as a prime source of biologically active compounds as therapeutic agents including antimicrobial, analgesic, and familiar antiproliferative agents in cancer treatment. Several metal-free reports have been documented for photocatalytic CÀ C/CÀ N bond formation to facilitate the synthesis of intermediates in pharmaceutical industries. In this protocol, we develop the scope of such methods, creating a green approach to achieve Ullmann-type CÀ N coupling. Particularly, we reveal a metal/ solvent/additive-free route, for the synthesis of N-substituted pyrroles using novel Brønsted acid-functionalized porphyrin grafted on 1,2,4-triazole-based ionic liquid (BAFPcTzIL) comprising donor-acceptor moiety. This new stable photocatalyst was confirmed by FT-IR, 1 HNMR, UV-Vis spectra to know Hammett acidity and energy bandgap by DR spectra. The optimized protocol was used significantly for reactions of morpholine, indole, pyrazole, imidazole, and benzimidazole with various inactivated aryl halides with good to excellent yields, under irradiations of 5 W LED in a homemade photocatalytic reactor. Moreover, the BAFPcTzIL could be readily separated by simple filtration and reused for 6 consecutive runs with admirable yield. The leaching test confirmed that porphyrin behaved like a perfect heterogeneous photocatalyst for CÀ N bond formation and might be attracted toward the synthesis of intermediates/ scaffolds in the pharma and fine chemical industry.

show abstract

Section: Methodsmentioning

confidence: 99%

A Metal/Solvent/Additive Free Compliant Route to Ullmann‐Type C−N Coupling using Ionic Liquid Entangled Porphyrin Heterogeneous Photocatalyst

Barange

Bhagat

2022

ChemistrySelect

Self Cite

View full text Add to dashboard Cite

show abstract

“…To make 5-substituted-1H-tetrazole 67%-91% (Scheme 12; Khajone et al, 2021), aldehyde was also mixed with sodium azide in methanol in the presence of PSFePcCFBM [Polymer Supported Fe Phthalocyanine Derived Heterogeneous Photo Catalyst] (10 mg) under visible light. This reaction was carried out in a photo reactor that was manufactured at home.…”

Section: From Aldehydementioning

confidence: 99%

Tetrazole: A privileged scaffold for the discovery of anticancer agents

et al. 2022

View full text Add to dashboard Cite

Carcinoma, characterized by abnormal growth of cells and tissue, is a ubiquitously leading cause of mortality across the globe due to some carcinogenic factors. Currently, several anticancer agents are commercially available in the global market. However, due to their resistance and cost, researchers are gaining more interest in developing newer novel potential anticancer agents. In the search for new drugs for clinical use, the tetrazole ring system has emerged as an exciting prospect in the optimization studies of promising lead molecules. Among the various heterocyclic agents, tetrazole-containing compounds have shown significant promise in the treatment of a wide range of diseases, particularly cancer. Here, in this review, we focused on several synthetic approaches for the synthesis of tetrazole analogs, their targets for treating cancer along with the biological activity of some of the recently reported tetrazole-containing anticancer agents.

show abstract

“…Polymer‐supported Fe‐Phthalocyanine entangled with carboxyl functionalized benzimidazolium moiety (PSFePcCFBM) was explored as a heterogeneous photocatalyst for synthesizing 1H‐tetrazoles in MeOH at r.t. for 8 h from aldehyde/nitrile/amine and sodium nitrile [96] . The catalyst gave good to excellent (79–91 %) yields under visible light of 5 W irradiation using a homemade photoreactor.…”

Section: Tetrazole Synthesismentioning

confidence: 99%

Advances in Tetrazole Synthesis – An Overview

2022

View full text Add to dashboard Cite

Most of the active pharmaceutical ingredients (API) contain the tetrazole ring, thus making them of vast significance in new drug design descriptors. With this importance in view, enormous studies are being carried out on the synthesis of tetrazole derivatives. The methods of its synthesis are [3+2] cycloaddition, multicomponent reactions, microwave‐assisted synthesis using heterogeneous and homogeneous catalysts. Hence, it is necessary to highlight the green catalysis that would be more environmentally benign and economically viable. In this review, we discuss the tetrazole synthesis processes carried out in the presence of heterogeneous and homogeneous catalysts. These catalytic materials gave higher product yield in a shorter reaction time and were reusable.

show abstract

Polymer-Supported Fe-Phthalocyanine Derived Heterogeneous Photo-Catalyst for the Synthesis of Tetrazoles Under Visible Light Irradiation

Cited by 14 publications

References 55 publications

A Metal/Solvent/Additive Free Compliant Route to Ullmann‐Type C−N Coupling using Ionic Liquid Entangled Porphyrin Heterogeneous Photocatalyst

A Metal/Solvent/Additive Free Compliant Route to Ullmann‐Type C−N Coupling using Ionic Liquid Entangled Porphyrin Heterogeneous Photocatalyst

Tetrazole: A privileged scaffold for the discovery of anticancer agents

Advances in Tetrazole Synthesis – An Overview

Contact Info

Product

Resources

About