Solid-supported reagents for multi-step organic synthesis: preparation and application

Ley, Steven V.; Baxendale, Ian R.; Brusotti, Gloria; Caldarelli, Marina; Massi, Alessandro; Nesi, Marcella

doi:10.1016/s0014-827x(02)01210-7

Cited by 69 publications

(24 citation statements)

References 56 publications

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“…More likely, they are by-products of the synthesis of a sildenafil analogue. For the synthesis of sildenafil and its analogues many different routes are described (Kim et al 2001(Kim et al , 2013Ley et al 2002;Yu et al 2003;Li et al 2004;Xia et al 2005;Abdel-Jalil, Khanfar, Abu-Safieh et al 2005;Medrasi et al 2013). Based on published procedures a hypothetical reaction scheme towards pyrazolopyrimidines bearing an acetyl bridge, explaining the existence of the compounds found in the present study and earlier by others, is shown in Figure 8.…”

Section: Discussionmentioning

confidence: 51%

Pyrazolopyrimidines in ‘all-natural’ products for erectile dysfunction treatment: the unreliable quality of dietary supplements

Schramek¹,

Wollein²,

Eisenreich

2014

Food Additives & Contaminants: Part A

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A herbal food supplement advertised as a potency pill was screened for the presence of PDE5 inhibitors. The resulting signals were characterised by UV, LC-MS in ESI-negative mode, and NMR spectroscopy using 1D and 2D experiments. Several substances were identified, bearing the basic chemical structure of sildenafil, but were not supposed to exhibit PDE5 inhibition. These compounds may be process-related impurities or by-products of different reaction steps in the synthesis of PDE5 analogues. As they were found to be present in different capsules at different concentrations, this is an example of the unreliable quality of dietary supplements.

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Section: Discussionmentioning

confidence: 51%

Pyrazolopyrimidines in ‘all-natural’ products for erectile dysfunction treatment: the unreliable quality of dietary supplements

Schramek¹,

Wollein²,

Eisenreich

2014

Food Additives & Contaminants: Part A

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“…In the 3D pore supports, the ease of synthesis controls the pore size, which makes them ideal for shape-selective catalysis and gas separations. Solid-supported reagents (Ley et al 2002) have been prepared and applied in organic reactions because of their excellent selectivity, simple process and reusability of catalysts.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of reusable nano-order SO3H-KIT-5 as a heterogeneous catalyst for eco-friendly synthesis of 1,4-dihydropyridines

Mirsafaei

Delzendeh

Abdolazimi

2016

Int. J. Environ. Sci. Technol.

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A novel nanocatalyst silica-bonded sulfuric acid supported on KIT-5 as an organic-inorganic hybrid with high activity was prepared successfully. The KIT-5 with high surface area was reacted with chlorosulfonic acid via simple and rapid method. This efficient and reusable heterogeneous catalyst sulfuric acid nanocatalyst catalyzed one-pot synthesis of b-dicarbonyl compounds, aldehyde and ammonium acetate in the presence of 0.05 g of nanocatalyst at room temperature via solvent-free conditions to afford excellent yields of 1,4-dihydropyridines. This nanocatalyst was fully characterized by XRD, SEM-EDXS and Map analyses. The morphology of the catalyst surface by SEM images shows all porous of KIT-5 after the reaction was filled with the SO 3 H groups. The average size determines around 22-24 nm. This catalyst can be reused five times without any significant loss of activity, too. The ease of separation, high activity, high surface area and reaction under open air condition are the main advantages of this catalyst.

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“…[1][2][3][4] In solid phase synthesis, polymers are extensively used as a support [5] for substrate, reagents, catalysts, enzymes, scavenger, protecting groups, photosensitizers, and so on. Different immobilization techniques including covalent, ionic, adsorption confinement, and entrapment methods [6] are widely used to support the aforementioned compounds.…”

Section: Introductionmentioning

confidence: 99%

Design and synthesis of cauliflower-shaped hydroxyl functionalized core-shell polymer

Mane

Ponrathnam

Chavan

2015

Designed Monomers and Polymers

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Conventional crosslinked polymers and homopolymers both have their own limitations. As a result, core-shell polymer was synthesized to obtain cauliflower-shaped and highly hydroxyl functionalized polymer. For the core, acrylate-based copolymers were synthesized by varying crosslinkers and porogens at different crosslink density. Owing to high surface area (554 m 2 /g), poly(MMA-co-DVB) was used as a core and low-molecular weight (24,600 g/mol) poly(GMA) was used as a shell in core-shell approach. Average particle sizes of the core polymers were in the range of 15-75 μm. In order to evaluate reactivity efficiency of core-shell polymer, hydroxyl content was evaluated with a value of 3.97 mmol/ g. Importantly, hydroxyl content demonstrated the successful increase in reactive sites of the core-shell polymer over conventional crosslinked hydroxyl polymer. Notably, synthesized core-shell polymer has more surface area and pore volume which substantially attributes for better polymer efficiency during application. Scanning electron microscopy images revealed the spherical, uniform, and slightly conglomerated properties of core-shell polymer. Due to higher reactivity, insolubility, and more surface area of hydroxyl functionalized core-shell polymer, its use become inevitably essential.

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Solid-supported reagents for multi-step organic synthesis: preparation and application

Cited by 69 publications

References 56 publications

Pyrazolopyrimidines in ‘all-natural’ products for erectile dysfunction treatment: the unreliable quality of dietary supplements

Pyrazolopyrimidines in ‘all-natural’ products for erectile dysfunction treatment: the unreliable quality of dietary supplements

Synthesis and characterization of reusable nano-order SO3H-KIT-5 as a heterogeneous catalyst for eco-friendly synthesis of 1,4-dihydropyridines

Design and synthesis of cauliflower-shaped hydroxyl functionalized core-shell polymer

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