Introduction of a New Nano Sized Ni-Based Salt for the Acceleration of the Synthesis of Pyrano[2,3-<i>d</i>]pyrimidinone and 1,4-Dihydropyridine Derivatives

Yarinia, Ramtin; Shirini, Farhad; Langarudi, Mohaddeseh Safarpoor Nikoo; Seyyedi, Narges

doi:10.1080/10406638.2021.1991393

Cited by 6 publications

(7 citation statements)

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“…Yarinia et al . (2021) [67] synthesized a nanosized (DABCO) 2 C 3 H 5 OH.NiCl 4 and applied it as a catalyst for the synthesis of pyrano[2,3‐ d ]‐pyrimidinone(thione) and 1,4‐dihydropyridine 38 derivatives. This reagent offered several advantages, such as easy purification and solvent‐free or solvent‐based synthesis.…”

Section: Synthetic Techniques For the Preparation Of Pyrano[23‐d]pyri...mentioning

confidence: 99%

Furo, Pyrano, and Pyrido[2,3‐d]Pyrimidines: A Comprehensive Review of Synthesis and Medicinal Applications

Rezaeifard,

Bakherad,

Navidpour

et al. 2024

ChemistrySelect

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Due to their extensive applications in pharmaceuticals and natural substances, organic synthesis and heterocyclic compounds have been at the forefront of research for many years. Pyrimidine is one of the heterocyclic compounds that have various derivatives with promising biological and pharmacological properties. This review article covers the synthesis and biological effects of pyrimidine derivatives, such as pyrano[2,3‐d]pyrimidines, pyrido[2,3‐d]pyrimidines, and furo[2,3‐d]pyrimidines. The compounds discussed in this review have a wide range of biological activities. Recent advances in green chemistry have led to the development of eco‐friendly synthetic methods for producing these bioactive heterocycles. This review aims to present various synthetic methods and biological effects of these compounds and provide new opportunities for organic chemists to develop potent nitrogen‐ and oxygen‐containing heterocycles for future applications. The review highlights examples of successful syntheses and applications of pyrimidine derivatives in the fields of antibacterial, antifungal, anticancer, enzyme inhibition, and antiviral research.

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Section: Synthetic Techniques For the Preparation Of Pyrano[23‐d]pyri...mentioning

confidence: 99%

Furo, Pyrano, and Pyrido[2,3‐d]Pyrimidines: A Comprehensive Review of Synthesis and Medicinal Applications

Rezaeifard,

Bakherad,

Navidpour

et al. 2024

ChemistrySelect

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“…(E)-4-Bromo-3-(1,3-diphenylallyl)-1H-indole (6) [37]: Faint yellow oil, obtained pure, 98% yield; 1 H NMR (400 MHz, CDCl 3 ): δ H = 8.08 (br s, 1H, NH), 7.43-7.25 (m, 12H, CH Ar ), 7.07-7.03 (m, 1H, CH Ar ), 6.94 (d, J = 2.0 Hz, 1H, CH Ar ), 6.81 (dd, J = 15.9, 6.6 Hz, 1H, PhC=CH), 6.32 (dd, J = 15.9, 1.4 Hz, 1H, C=CHPh), 5.99 (d, J = 6.6 Hz, 1H, C=CCH); 13 C NMR (100 MHz, CDCl 3 ): δ C = 144.0, 137.9, 137.7, 133.9, 130. (25), 311 (8), 310 (30), 309 (13), 308 (40), 307 (11), 306 (14), 298 (9), 296 (9), 286 (23), 284 (27), 231 (17),…”

Section: Spectral Data Of Compoundsmentioning

confidence: 99%

“…(E)-3-(1,3-Diphenylallyl)-5-methoxy-1H-indole (7) [37]: Brownish oil, obtained pure, 99% yield; 1 25), 339 (M + , 100), 338 (M + − 1, 32), 324 (11), 308 (11), 263 (9), 262 (34), 253 (11), 236 (25), 209 (12), 204 (10), 192 (16), 191 (26), 160 (17), 147 (9), 115 (8).…”

Section: Spectral Data Of Compoundsmentioning

confidence: 99%

“…In addition, many nickel salts exhibit thermochromism in the presence of humidity, due to the reversible formation of deep blue tetrachloronickelate(II) anions and halogen-bridged octahedral anions [20]. Regarding catalysis, the application of Ni-LTTMs to this field is somewhat limited, with only a few examples reporting their use for the oxygen evolution reaction [21], nitroarene reduction [22], dehydration of sugars [23], cross-coupling [24] and multicomponent reactions [25]. Herein, we present a study on the formation, structure and properties of nickel-mcmimCl LTTMs, as well as a study of their catalytic activity in allylation reactions using alcohols as substrates.…”

Section: Introductionmentioning

confidence: 99%

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Nickel-Imidazolium Low Transition Temperature Mixtures with Lewis-Acidic Character

Martos,

Pastor

2023

Molecules

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Low transition temperature mixtures (LTTMs) are a new generation of solvents that have found extensive application in organic synthesis. The interactions between the components often generate highly activated, catalytically active species, thus opening the possibility of using LTTMs as catalysts, rather than solvents. In this work, we introduce a nickel-based imidazolium LTTM, study its thermal behavior and explore its catalytic activity in the solvent-free allylation of heterocycles with allylic alcohols. This system is effective in this reaction, affording the corresponding products in excellent yield without the need for additional purifications, thus resulting in a very environmentally friendly protocol.

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“…In recent years we paid our attention to the applications of ionic liquids, specially metal containing ones, in organic transformations. [29][30][31][32] Herein and in continuation of these studies, we wish to report the preparation (Scheme 1), characterization and use of [C 4 (DABCO) 2 ].NiCl 4 as a novel Lewis acidic catalyst in the efficient reduction of aromatic aldehydes, ketones and α, βunsaturated carbonyl compounds with NaBH 4 and also acetylation of alcohols. Use of this reagent can solve some of the limitations observed in the previously reported methods for the same reactions.…”

Section: Introductionmentioning

confidence: 99%

Highly Selective Reduction of Carbonyl Compounds and O‐Acetylation of Arylalcohols in the Presence of a Nickel Ion‐Containing 1,4‐Diazabicyclo[2.2.2]octane (DABCO)‐Based Ionic Liquid

et al. 2023

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During this study, an easy procedure is presented for the preparation of a new nickel ion-containing DABCO based ionic liquid. The prepared reagent was characterized using FT-IR, FESEM, EDX, XRD, ICP-OES, TGA and DRS analyses. In continue the catalytic activity of this reagent which is formulated as [C 4 (DABCO) 2 ].NiCl 4 was investigated in the reduction of a variety of carbonyl compounds to their corresponding alcohols with NaBH 4 . The promoting ability of this catalyst was also confirmed in the acetylation of alcohols with CH 3 COCl. All reactions were carried out in short times with high to excellent yields. The catalyst was also recoverable and reusable in the studied reactions.

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Introduction of a New Nano Sized Ni-Based Salt for the Acceleration of the Synthesis of Pyrano[2,3-d]pyrimidinone and 1,4-Dihydropyridine Derivatives

Cited by 6 publications

References 47 publications

Furo, Pyrano, and Pyrido[2,3‐d]Pyrimidines: A Comprehensive Review of Synthesis and Medicinal Applications

Furo, Pyrano, and Pyrido[2,3‐d]Pyrimidines: A Comprehensive Review of Synthesis and Medicinal Applications

Nickel-Imidazolium Low Transition Temperature Mixtures with Lewis-Acidic Character

Highly Selective Reduction of Carbonyl Compounds and O‐Acetylation of Arylalcohols in the Presence of a Nickel Ion‐Containing 1,4‐Diazabicyclo[2.2.2]octane (DABCO)‐Based Ionic Liquid

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