[bmim(SO 3 H)][OTf]/[bmim][X] and Zn(NTf 2 ) 2 /[bmim][X] (X  =  PF 6  and BF 4 ); efficient catalytic systems for the synthesis of tetrahydropyrimidin-ones (-thiones) via the Biginelli reaction

Savanur, Hemantkumar M.; Kalkhambkar, Rajesh G.; Aridoss, Gopalakrishnan; Laali, Kenneth K.

doi:10.1016/j.tetlet.2016.05.103

Cited by 31 publications

(7 citation statements)

References 24 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Brønsted acids or Lewis acids, such as HBF 4 [23], H 3 PW 12 O 40 [24], InBr 3 [25], ZrCl 4 [26], Fe(OTs) 3 •6H 2 O [27], and Ce(NO 3 ) 3 •6H 2 O [28], have been traditionally used as catalysts. In recent years, some novel catalysts, including organocatalysts [29,30], biocatalysts [31], immobilized urease [32], PS-PEG-SO 3 H [33], Ti-graftedpolyamidoamine dendritic silica hybrid catalyst [34], halogenated macroporous sulfonic resins [35], polyaniline-supported FeCl 3 [36], cobalt supported on alumina catalyst [37], and ionic liquid [38][39][40][41] have attracted great attention for use in the Biginelli reaction. These catalysts, for their uses in accomplishing the Biginelli reaction, have produced varying degrees of success.…”

Section: Introductionmentioning

confidence: 99%

Deep eutectic solvents (DESs) as powerful and recyclable catalysts and solvents for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones

Cui

Bao

2019

Green Processing and Synthesis

View full text Add to dashboard Cite

Deep eutectic solvents (DESs) are successfully used as powerful and recyclable catalysts and solvents for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones (DHPMs). The acidity of DESs is the main factor that determines catalytic activity. DESs, based on p-toluene sulfonic acid (PTSA) and choline chloride (ChCl), exhibits the highest catalytic activity. ChCl/2PTSA is suitable for a vast variety of aromatic aldehydes with electron-donating and electron-withdrawing groups, different β-diketonates, and urea or thiourea to obtain the corresponding DHPMs. Furthermore, DESs can be recycled easily after synthesis. The reused DESs achieve catalytic efficiency six times without significant changes. This study will provide a new green catalyst and efficient process for the synthesis of DHPMs.

show abstract

Section: Introductionmentioning

confidence: 99%

Deep eutectic solvents (DESs) as powerful and recyclable catalysts and solvents for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones

Cui

Bao

2019

Green Processing and Synthesis

View full text Add to dashboard Cite

show abstract

“…The ionic liquid [bmim(SO 3 H)[OTf) [17] was studied as a catalyst in model reaction of 1 (1 mmol), 3 (1 mmol) and 5 (1.1 mmol). The catalyst showed 89 % yield of 10 using 5 equiv.…”

Section: Ionic Liquids As Homogeneous and Heterogeneous Catalystsmentioning

confidence: 99%

Recent Advances in Homogeneous and Heterogeneous Catalyst in Biginelli Reaction from 2015‐19: A Concise Review

Chopda

Dave

2020

ChemistrySelect

View full text Add to dashboard Cite

In the chemistry world, the year 1891 was considered as milestone year for the discovery of new type of heterocyclic compounds by Pietro Biginelli. The Biginelli protocol provides 3,4-dihydropyrimidin-2(1H)-ones/thiones in the presence of Bronsted acids and Lewis acids. Multifunctional Dihydropyrimidones (DHPMs) are displayed wide medicinal properties. Several of homogeneous and heterogeneous catalysts have been reported to improve the yield of product. This review includes the progress of ionic liquids, combination of ionic liquids with homogeneous & heterogeneous catalyst, homogeneous, heterogeneous and asymmetric catalyst took place in last five year (2015-2019) for Biginelli reaction. Most of catalysts showed good catalytic activity (more than 80 %) towards the synthesis of Biginelli adducts. [a] Mr. Scheme 1. Biginelli reaction. ChemistrySelect Reviews Figure 1. Structure of ionic liquids. Scheme 2. Synthesis of DHPMS by [C 3 SO 3 HDoim]HSO 4. Scheme 3. Synthesis of 7 by L-proline nitrate.ChemistrySelect Reviews

show abstract

“…At last, it is worth mentioning that the preparation of CDs from SF under the mild conditions proposed here contrasts markedly with those reported in the literature, since solely the hydrothermal treatment 36 and MW irradiation 37 ). The latter IL, employed as the acid catalyst for different organic reactions, 38,39 was added to induce the acid hydrolysis and degradation of the protein into smaller peptides and then into the amino acids, which are the building blocks for the CDs' formation. The structure, size, shape, and surface functional groups of the CDs are investigated.…”

Section: ■ Introductionmentioning

confidence: 99%

A Glance at Novel Ionanofluids Incorporating Silk-Derived Carbon Dots

Duarte,

Pereira,

Medronho

et al. 2024

Chem. Mater.

View full text Add to dashboard Cite

One of the hallmarks of the current efforts in the field of thermal energy is heat transfer enhancement. Ionanofluids (INFs), a combination of nanomaterials and ionic liquids (ILs), are an appealing category of thermal fluids. In this work, we introduce sustainable INFs composed of carbon dots derived from Bombyx mori silk fibroin (SF) dispersed in a mixture of 1-butyl-3methylimidazolium chloride (IL 1 ) and 1-(4-sulfobutyl)-3-methylimidazolium triflate (IL 2 ). The syntheses were performed at mild conditions, with reaction times of 3, 4, and 5 h, and without purification steps. The INFs display room-temperature emission in the visible spectral range with quantum yield values up to 0.09 and are essentially viscous fluids (G″ > G′). A marked shear thinning behavior is observed at high shear rates, particularly for the systems SFIL 1 IL 2 -3h and SFIL 1 IL 2 -4h. The INFs demonstrate relatively high heat capacity and thermal conductivity values in comparison to state-of-the-art INFs. Under suitable illumination conditions, the INFs can convert light into heat in an efficient manner, with photothermal conversion efficiencies of up to 28%, similar to other reported INFs. SFIL 1 IL 2 -5h exhibits remarkable stability over time within the range of working temperatures. This work paves the way for the development of new thermal fluids for enhanced heat transfer technologies using sustainable synthesis routes and natural raw precursor materials.

show abstract

[bmim(SO 3 H)][OTf]/[bmim][X] and Zn(NTf 2 ) 2 /[bmim][X] (X = PF 6 and BF 4 ); efficient catalytic systems for the synthesis of tetrahydropyrimidin-ones (-thiones) via the Biginelli reaction

Cited by 31 publications

References 24 publications

Deep eutectic solvents (DESs) as powerful and recyclable catalysts and solvents for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones

Deep eutectic solvents (DESs) as powerful and recyclable catalysts and solvents for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones

Recent Advances in Homogeneous and Heterogeneous Catalyst in Biginelli Reaction from 2015‐19: A Concise Review

A Glance at Novel Ionanofluids Incorporating Silk-Derived Carbon Dots

Contact Info

Product

Resources

About