New functionalized 8-hydroxyquinoline-5-sulfonic acid mesoporous silica (HQS-SBA-15) as an efficient catalyst for the synthesis of 2-thiohydantoin derivatives

Vavsari, Vaezeh Fathi; Ziarani, Ghodsi Mohammadi; Balalaie, Saeed; Latifi, Arezoo; Karimi, Mehdi; Badiei, Alireza

doi:10.1016/j.tet.2016.07.034

Cited by 23 publications

(13 citation statements)

References 27 publications

(13 reference statements)

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“…40). 168 The proposed reaction mechanism included activation of thiocyanate with the catalyst followed by nucleophilic addition of the aamino ester and formation of an intermediate. The desired product could be obtained by intramolecular cyclization.…”

Section: Miscellaneous Catalystsmentioning

confidence: 99%

Current advances in the utility of functionalized SBA mesoporous silica for developing encapsulated nanocatalysts: state of the art

Sadjadi

Heravi

2017

RSC Adv.

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The cavities of SBA mesoporous silica materials can be used as nanoreactors for embedding catalytic species such as nanoparticles, complexes and heteropolyacids etc. The encapsulated catalysts are renowned as superior catalytic systems regarding their catalytic activity, selectivity and reusability as well as suppressed leaching. An efficient method to improve the encapsulation of these catalysts, is in creating anchors for capturing catalytic species. It has been performed by functionalization of the surface of SBA mesoporous silica materials with various groups including sulfur, phosphorus and aminebased functional groups. The aim of this article is to review the recent advances (2014)(2015)(2016)(2017) in the field of the utility of functionalized SBA for developing encapsulated catalysts. In most cases the reusability of the catalyst and the leaching of the catalytic active species were discussed to disclose the role of functionalized SBA in heterogenizing and suppressing the leaching. Moreover, to show the superiority of these developed encapsulated catalysts, with a couple of examples we compared their catalytic activities with those of the conventional ones.

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Section: Miscellaneous Catalystsmentioning

confidence: 99%

Current advances in the utility of functionalized SBA mesoporous silica for developing encapsulated nanocatalysts: state of the art

Sadjadi

Heravi

2017

RSC Adv.

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“…[14] Among the various nanoreactors, mesoporous silicas, particularly SBA-15, have been widely studied. [15][16][17] Large surface areas, highly ordered mesoporous structures with regular channels, high hydrothermal and mechanical stability, uniform pore sizes, thick walls, wide accessibility and inert environment for immobilization of transition metal nanoparticles [18][19][20][21][22] make these structures excellent carriers for many metal species. [23] Investigation the application of metal nanoparticles in catalysis, [24] especially in organic synthesis, has received marked interest in research of nanocatalysis.…”

Section: Introductionmentioning

confidence: 99%

Palladium‐anchored multidentate SBA‐15/di‐urea nanoreactor: A highly active catalyst for Suzuki coupling reaction

Rohani

Ziarani

Badiei

et al. 2018

Applied Organom Chemis

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Modification of mesoporous silica was carried out by reaction of SBA‐15 with di‐urea‐based ligand. Next, with the help of this ligand, palladium ions were anchored within the multidentate SBA‐15/di‐urea pore channels with high dispersion. The SBA‐15/di‐urea/Pd catalyst was characterized using various techniques. Theoretical calculations indicated that each palladium ion was strongly interacted with one nitrogen and two oxygen atoms from the multidentate di‐urea ligand located in SBA‐15 channels and these interactions remained during the catalytic cycle. These results are in good agreement with those of hot filtration test: the palladium ions have very high stability against leaching from the SBA‐15/di‐urea support. The catalytic performance of SBA‐15/di‐urea/Pd nanostructure was examined for the Suzuki coupling reaction of phenylboronic acid and electronically diverse aryl halides under mild conditions with a minimal amount of Pd (0.26 mol%). Compared to previous reports, this protocol afforded some advantages such as short reaction times, high yields of products, catalyst stability without leaching, easy catalyst recovery and preservation of catalytic activity for at least six successive runs.

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“…Direct treatment of compounds 36a and b with aqueous hydrochloric acid released the corresponding hydantoin 37a and thiohydantoin 37b, respectively. While base treatment of the same polymer resin 36a or b produced compound 38a or b after acid neutralization (Scheme 7) (7).…”

Section: From Isocyanates or Isothiocyanatementioning

confidence: 99%

Synthesis, Reactions, and Applications of Hydantoin and 2-Thiohydantoin Derivatives

Elhady¹,

Desoky²,

Al-Shareef³

et al. 2019

Acta Poloniae Pharmaceutica - Drug Research

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New functionalized 8-hydroxyquinoline-5-sulfonic acid mesoporous silica (HQS-SBA-15) as an efficient catalyst for the synthesis of 2-thiohydantoin derivatives

Cited by 23 publications

References 27 publications

Current advances in the utility of functionalized SBA mesoporous silica for developing encapsulated nanocatalysts: state of the art

Current advances in the utility of functionalized SBA mesoporous silica for developing encapsulated nanocatalysts: state of the art

Palladium‐anchored multidentate SBA‐15/di‐urea nanoreactor: A highly active catalyst for Suzuki coupling reaction

Synthesis, Reactions, and Applications of Hydantoin and 2-Thiohydantoin Derivatives

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