Thiamine hydrochloride as an acid catalyst for the facile green synthesis of pyrazolopyranopyrimidines under aqueous conditions

Salim, Simren S.; Gadkari, Yatin U.; Barkule, Angad B.; Telvekar, Vikas N.

doi:10.1007/s11164-022-04858-8

Cited by 8 publications

(1 citation statement)

References 44 publications

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“…Considerable efforts have been documented in the pursuit of optimal synthesis strategies for pyrazolopyridines and pyrazolopyrimidines. To this end, diverse catalytic systems have been meticulously developed, including choline chloride/urea ( Vanegas et al, 2019 ), CuFe 2 O 4 @HNTs ( Maleki et al, 2019 ), nano-ovalbumin (Salehi et al, 2014), nano-CuCr 2 O 4 ( Shahbazi-Alavi et al, 2016 ), Thiamine hydrochloride ( Salim et al, 2022 ), [Tb (W 5 O 18 ) 2 ] 9- ( Lotfian et al, 2020 ), enzyme catalyst ( Tamaddon and Arab, 2019 ), and Fe 3 O 4 /KCC-1/IL/HPW ( Ali et al, 2021 ). Despite the reported efficiency of these catalysts, their utilization is often hampered by high costs, challenges in recovery, excessive precursor usage (such as ammonium acetate), or limitations in producing the desired derivatives.…”

Section: Introductionmentioning

confidence: 99%

Melamine phosphate-modified magnetic chitosan: a novel biocompatible catalyst for the synthesis of biological tetrahydrodipyrazolopyridine and pyrazolopyranopyrimidine derivatives

Mousavi-Ebadi,

Safaei-Ghomi

2024

Front. Chem.

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A novel biocompatible composite was fabricated by the functionalization of magnetic chitosan with the melamine phosphate (MP) ionic compound to serve as a recoverable and bifunctional catalyst, aiming at the diversity-oriented generation of biological tetrahydropyrazolopyridine and pyrazolopyrimidine derivatives. This involved a meticulously orchestrated reaction, exploiting the in situ generated pyrazole alongside aromatic aldehydes, ammonium acetate, and (thio) barbituric acid. The present work manifests outstanding advantages, offering a novel and great method for the optimal synthesis of two valuable heterocyclic series especially five new derivatives. The resulting novel biocompatible composite was comprehensively characterized through a range of analytical techniques, including FT-IR, NH3 and CO2-TPD, XRD, TEM, FE-SEM, VSM, EDX, elemental CHNS analysis, ICP-MS, and NMR spectroscopy. Notably, the study represents a critical step in the preparation of advanced materials from accessible and cost-effective precursors.

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Section: Introductionmentioning

confidence: 99%

Melamine phosphate-modified magnetic chitosan: a novel biocompatible catalyst for the synthesis of biological tetrahydrodipyrazolopyridine and pyrazolopyranopyrimidine derivatives

Mousavi-Ebadi,

Safaei-Ghomi

2024

Front. Chem.

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Thiamine (Vitamin B1) Promoted Organic Transformations: A Recent Updates

Shaw,

Prakash

2024

Chemistry An Asian Journal

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Due to the growing significance of sustainable and environmentally friendly organic transformations, there has been increasing interest in utilizing vitamins as catalysts owing to their green nature, biocompatibility, and ease of preparation. Among these, Vitamin B1, also known as thiamine stands out for its nonflammable, water‐soluble, inexpensive, and non‐toxic characteristics. This review summarized recent developments on the catalytic application of Vitamin B1 in organic transformations, particularly in facilitating C‐C and C‐X (N, O, S) bond formations, thus demonstrating its efficacy in synthesizing complex molecules. Vitamin B1 exhibits versatility in these reactions, functioning as both an organocatalyst as well as a co‐catalyst or ligand with other metal catalysts. The review also delves into the application of thiamine diphosphate ‐dependent enzymes as catalysts in organic reactions, drawing inspiration from natural enzymatic processes. Additionally, the mechanistic intricacies of thiamine‐catalyzed reactions and the roles of co‐catalysts or additives are thoroughly examined, providing insights into reaction pathways and facilitating informed catalyst design strategies.

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L-Proline assisted expeditious and efficient methodology for the preparation of 2-amino-3-cyanopyridines under aqueous conditions

et al. 2023

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Thiamine hydrochloride as an acid catalyst for the facile green synthesis of pyrazolopyranopyrimidines under aqueous conditions

Cited by 8 publications

References 44 publications

Melamine phosphate-modified magnetic chitosan: a novel biocompatible catalyst for the synthesis of biological tetrahydrodipyrazolopyridine and pyrazolopyranopyrimidine derivatives

Melamine phosphate-modified magnetic chitosan: a novel biocompatible catalyst for the synthesis of biological tetrahydrodipyrazolopyridine and pyrazolopyranopyrimidine derivatives

Thiamine (Vitamin B1) Promoted Organic Transformations: A Recent Updates

L-Proline assisted expeditious and efficient methodology for the preparation of 2-amino-3-cyanopyridines under aqueous conditions

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