Al(HSO4)3and Al2O3-SO3H as Efficient Catalysts for Modified Preparation of 3,4-Dihydropyrimidin-2 (1H)-ones/thiones

Shaterian, Hamid Reza; Hosseinian, Asghar; Ghashang, Majid; Khorami, Fahimeh; Karimpoor, Neda

doi:10.1080/10426500802454144

Cited by 17 publications

(3 citation statements)

References 23 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…As an attempt to reuse catalysts, there are works in the literature that use various oxides as support for the Brønsted acids, such as SiO 2 as support for H 2 SO 4 [22] and HClO 4 . [23] There are also studies using Al 2 O 3 as support for H 2 SO 4 [24] and MsOH. [25] However, to our knowledge, this is the first study that uses Al 2 O 3 as support for HClO 4 in the synthesis of DHPMs/thiones.…”

Section: Resultsmentioning

confidence: 99%

HClO₄‐Al₂O₃ as a Prominent Catalyst in the Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐ones/thiones under Environmentally Friendly Solvent Conditions

Zanin

Porto

2020

ChemistrySelect

View full text Add to dashboard Cite

An accessible, non‐toxic, easy to handle and stock catalyst with high efficiency was developed in this study for the synthesis of 3,4‐dihydropyrimidin‐2(1H)‐ones/thiones. Al2O3 was used as a support for HClO4, resulting in a heterogeneous and reusable catalyst for the Biginelli reaction. In the absence of the catalyst, the reaction provided a yield of 19%. However, in the presence of HClO4‐Al2O3 it was possible to synthesize 16 examples of DHPMs/thiones with improved yields (80‐98%), in reaction periods of 1 to 3 hours. The catalyst also stood out for its stability against temperature and the reagents used.

show abstract

Section: Resultsmentioning

confidence: 99%

HClO₄‐Al₂O₃ as a Prominent Catalyst in the Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐ones/thiones under Environmentally Friendly Solvent Conditions

Zanin

Porto

2020

ChemistrySelect

View full text Add to dashboard Cite

show abstract

“…The Biginelli reaction mixture and [Al(HSO 4 ) 3 ] catalyst or Al 2 O 3 –SO 3 H catalyst was heated to afford high yields of DHPMs. But, the microwave assisted protocol found to be more effective than thermal …”

Section: Inorganic Polymersmentioning

confidence: 98%

“…But, the microwave assisted protocol found to be more effective than thermal. 163 In 2009, Sharghi et al investigated one pot synthesis of DHPMs using Al 2 O 3 −CH 3 SO 3 H (alumina-methansulfonic Acid (AMA), Table 5) as a catalyst. Methansulfonic acid was added dropwise to a mixture of alumina in DCM with stirring.…”

Section: Acs Combinatorial Sciencementioning

confidence: 99%

Biginelli Reaction: Polymer Supported Catalytic Approaches

et al. 2019

View full text Add to dashboard Cite

The Biginelli product, dihydropyrimidinone (DHPM) core, and its derivatives are of immense biological importance. There are several methods reported as modifications to the original Biginelli reaction. Among them, many involve the use of different catalysts. Also, among the advancements that have been made to the Biginelli reaction, improvements in product yields, less hazardous reaction conditions, and simplified isolation of products from the reaction predominate. Recently, solid-phase synthetic protocols have attracted the research community for improved yields, simplified product purification, recyclability of the solid support, which forms a special economic approach for Biginelli reaction. The present Review highlights the role of polymer-supported catalysts in Biginelli reaction, which may involve organic, inorganic, or hybrid polymers as support for catalysts. A few of the schemes involve magnetically recoverable catalysts where work up provides green approach relative to traditional methods. Some research groups used polymer−catalyst nanocomposites and polymer-supported ionic liquids as catalyst. Solvent-free, an ultrasound or microwave-assisted Biginelli reactions with polymer-supported catalysts are also reported.

show abstract

A green synthesis of 3,4-dihydropyrimidine-2(1H)-one/thione derivatives using nanosilica-supported tin(II) chloride as a heterogeneous nanocatalyst

2013

View full text Add to dashboard Cite

Al(HSO₄)₃and Al₂O₃-SO₃H as Efficient Catalysts for Modified Preparation of 3,4-Dihydropyrimidin-2 (1H)-ones/thiones

Cited by 17 publications

References 23 publications

HClO₄‐Al₂O₃ as a Prominent Catalyst in the Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐ones/thiones under Environmentally Friendly Solvent Conditions

HClO₄‐Al₂O₃ as a Prominent Catalyst in the Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐ones/thiones under Environmentally Friendly Solvent Conditions

Biginelli Reaction: Polymer Supported Catalytic Approaches

A green synthesis of 3,4-dihydropyrimidine-2(1H)-one/thione derivatives using nanosilica-supported tin(II) chloride as a heterogeneous nanocatalyst

Contact Info

Product

Resources

About

Al(HSO4)3and Al2O3-SO3H as Efficient Catalysts for Modified Preparation of 3,4-Dihydropyrimidin-2 (1H)-ones/thiones

Cited by 17 publications

References 23 publications

HClO4‐Al2O3 as a Prominent Catalyst in the Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐ones/thiones under Environmentally Friendly Solvent Conditions

HClO4‐Al2O3 as a Prominent Catalyst in the Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐ones/thiones under Environmentally Friendly Solvent Conditions

Biginelli Reaction: Polymer Supported Catalytic Approaches

A green synthesis of 3,4-dihydropyrimidine-2(1H)-one/thione derivatives using nanosilica-supported tin(II) chloride as a heterogeneous nanocatalyst

Contact Info

Product

Resources

About

Al(HSO₄)₃and Al₂O₃-SO₃H as Efficient Catalysts for Modified Preparation of 3,4-Dihydropyrimidin-2 (1H)-ones/thiones

HClO₄‐Al₂O₃ as a Prominent Catalyst in the Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐ones/thiones under Environmentally Friendly Solvent Conditions

HClO₄‐Al₂O₃ as a Prominent Catalyst in the Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐ones/thiones under Environmentally Friendly Solvent Conditions