Preyssler heteropolyacid H14[NaP5W29MoO110]: A heterogeneous, green and recyclable catalyst used for the protection of functional groups in organic synthesis

Romanelli, Gustavo Pablo; Ruiz, Diego Manuel; Vázquez, Patricia; Thomas, Helen; Autino, Juan Carlos

doi:10.1016/j.cej.2009.12.029

Cited by 27 publications

(15 citation statements)

References 48 publications

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“…Primary and secondary aliphatic alcohols were also efficiently converted to their corresponding products under the same reaction conditions ( Table 2, entries [17][18][19][20]. This method was found to be useful for the protection of hindered secondary and tertiary alcohols, and isomerization and dehydration of these compounds were not observed ( Table 2, entries 19-21).…”

Section: Entry 2)mentioning

confidence: 80%

“…However, many of these methods suffer from disadvantages such as long reaction times [9,10], unsatisfactory yields, harsh reaction conditions [8], expensive reagents [11,13,19], hazardous and toxic solvents or catalysts [17,18], tedious work-up, formation of polymeric by-products of the dihydropyran (DHP) and isomerization. Therefore, introduction of efficient and economical catalysts that solves these drawbacks is desirable.…”

Section: Introductionmentioning

confidence: 99%

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Sulfonic acid-functionalized ordered nanoporous Na+-montmorillonite (SANM) as an efficient and recyclable catalyst for the tetrahydropyranylation and detetrahydropyranylation of alcohols and phenols

et al. 2014

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Sulfonic acid-functionalized ordered nanoporous Na ? -montmorillonite, as a newly reported solid acid nanocatalyst, was efficiently used for the tetrahydropyranylation and detetrahydropyranylation of alcohols and phenols. All reactions were performed at room temperature in high to excellent yields. Ease of preparation and handling of the catalyst, heterogeneous reaction conditions, easy work-up of the products, high reaction rates and reusability of the catalyst are the main advantages of this method.

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Section: Entry 2)mentioning

confidence: 80%

Section: Introductionmentioning

confidence: 99%

Sulfonic acid-functionalized ordered nanoporous Na+-montmorillonite (SANM) as an efficient and recyclable catalyst for the tetrahydropyranylation and detetrahydropyranylation of alcohols and phenols

et al. 2014

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“…Moreover, acylals are used as crosslinking reagents for cellulose in cotton (Frick and Harper 1984). Numerous methods for the preparation of 1,1-diacetates from aldehydes and acetic anhydride have been reported (Borikar and Daniel 2011;Gao et al 2009;Moosavifar et al 2011;Romanelli et al 2010;Shelke et al 2009). Although some of these methods afford good to high yields of the corresponding diacetates, the majority suffer from one or more of the following disadvantages: reactions under oxidizing conditions, use of strong acids, high temperatures, long reaction times, poor selectivity, use of unrecyclable catalysts, moisture sensitivity as well as high cost and high toxicity of the reagents.…”

Section: Introductionmentioning

confidence: 98%

Fe3O4@SiO2-imid-PMAn as a Novel, Efficient and Reusable Magnetic Nanocatalyst for the Chemoselective Preparation and Deprotection of 1,1-Diacetates

Esmaeilpour

Javidi

Zandi

et al. 2016

Iran J Sci Technol Trans Sci

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Fe 3 O 4 @SiO 2 -imid-PMA n efficiently catalyzed the conversion of aromatic, heteroaromatic, and aliphatic aldehydes to 1,1-diacetates under solvent-free conditions at room temperature. Deprotection of the resulting 1,1-diacetates can also be achieved using the same catalyst in methanol. The acylation of aldehydes was highly chemoselective, and no ketone was acylated, which provided a method for the synthesis of acylals from aldehydes in the presence of ketones. Therefore, this method gives notable advantages such as excellent chemoselectivity, mild reaction condition, short reaction times and excellent yield. Also, nanocatalyst can be easily recovered by a magnetic field and is reusable without efficient loss of its catalytic activity.

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“…Among them, heteropolycompounds are useful and versatile for a number of transformations because of their redox and superacidic properties [1,2].…”

Section: Introductionmentioning

confidence: 99%

Doped Keggin Heteropolyacids as Catalyst in the Solvent-free, Multicomponent Synthesis of Substituted 3,4-dihydropyrimidin-2-(1H)-ones

D'Alessandro

Sathicq²,

Palermo³

et al. 2012

COC

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We report the use of V, Bi and Bi-V Keggin structure where Mo is partially replaced by V, Bi, and Bi and V, respectively, in the solvent-free multicomponent synthesis of 3,4-dihydropyrimidin-2-(1H)-ones by the Biginelli method. The incorporation of V, Bi and Bi-V in the structure of PMo notably increases the catalytic activity. The following correlation between the yields of the 3,4-dihydropyrimidin-2-(1H)-ones and the number of acidic sites of the catalysts was observed: PMoBiV > PMoV > PMoBi > PMo. The reaction experiments were performed in the absence of solvent, at 80ºC (1 h). Under these conditions and using the most active catalyst (PMoBiV), twelve examples were obtained with very good yields (80%-98%) and high selectivity. The catalyst was easily recycled and reused without appreciable loss of its catalytic activity. The synthetic method presented is a simple, clean and environmentally friendly alternative for the obtention of substituted 3,4-dihydropyrimidin-2-(1H)-ones.

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Preyssler heteropolyacid H14[NaP5W29MoO110]: A heterogeneous, green and recyclable catalyst used for the protection of functional groups in organic synthesis

Cited by 27 publications

References 48 publications

Sulfonic acid-functionalized ordered nanoporous Na+-montmorillonite (SANM) as an efficient and recyclable catalyst for the tetrahydropyranylation and detetrahydropyranylation of alcohols and phenols

Sulfonic acid-functionalized ordered nanoporous Na+-montmorillonite (SANM) as an efficient and recyclable catalyst for the tetrahydropyranylation and detetrahydropyranylation of alcohols and phenols

Fe3O4@SiO2-imid-PMAn as a Novel, Efficient and Reusable Magnetic Nanocatalyst for the Chemoselective Preparation and Deprotection of 1,1-Diacetates

Doped Keggin Heteropolyacids as Catalyst in the Solvent-free, Multicomponent Synthesis of Substituted 3,4-dihydropyrimidin-2-(1H)-ones

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