Palladium Catalyzed Decarbonylative Mizoroki-Heck Reactions of Benzoyl Chloride and Styrene Under Microwave Irradiation

Martins, Daniela de Luna; Álvarez, Heiddy M.; Aguiar, Lúcia C. S.; Antunes, O. A. C.

doi:10.2174/157017807781024282

Cited by 10 publications

(1 citation statement)

References 5 publications

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“…The Suzuki coupling enable the formation of a C-C bond with the reaction between a boron organometallic and an electrophile (halide or pseudohalide) under palladium catalysis and in the presence of a base [4][5][6][7]. Carboxylic acids and their derivatives can also be employed as electrophiles in palladium-catalyzed coupling reactions, and they can generate ketones as products if they are used in Suzuki reactions [8][9][10][11][12]. In our research group, we apply Suzuki couplings as the synthetic tools to obtain compounds of biological importance [2,3].…”

Section: Introductionmentioning

confidence: 99%

Suzuki–Miyaura Cross-Coupling for the Synthesis of Key Intermediates of Ketoprofen and Bifonazole Analogues

Silva,

Martins

2023

27th International Electronic Conference on Synthetic Organic Chemistry

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Section: Introductionmentioning

confidence: 99%

Suzuki–Miyaura Cross-Coupling for the Synthesis of Key Intermediates of Ketoprofen and Bifonazole Analogues

Silva,

Martins

2023

27th International Electronic Conference on Synthetic Organic Chemistry

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Hydroxypropyl‐α‐Cyclodextrin‐Capped Palladium Nanoparticles: Active Scaffolds for Efficient Carbon‐Carbon Bond Forming Cross‐Couplings in Water

et al. 2009

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A new approach for the preparation of palladium nanoparticles in water from a renewable source, 2-hydroxypropyl-a-cyclodextrin (a-HPCD), which acts both as a reductant and capping agent, is presented. The palladium nanoparticles were characterized by using dynamic light scattering (DLS), transmission electron microscopy (TEM) and X-ray photoelectron spectroscopy (XPS), which revealed the formation of spherical particles in the size range of 2-7 nm. Further analysis by Fourier-transform infrared spectroscopy (FT-IR) and 1 H NMR did not show covalent bonds between cyclodextrins and palladium nanoparticles, suggesting that a-HPCD is only physically adsorbed on the nanoparticle surface, presumably through hydrophobic interactions which limit the mutual coalescence of nanoclusters. The catalytic activity was tested in Suzuki, Heck and Sonogashira reactions in neat water, providing good yields and selectivities of coupling products under very low Pd loadings (0.5-0.01 mol%). Remarkably, the nanocatalyst showed significant stability hence the aqueous phase remained active for four subsequent runs. The combination of a binding site for substrates (the HPCD cavity) and a reactive centre (Pd core) provides a potential to explore functional catalysis in aqueous medium.

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