Montmorillonite K‐10‐Supported Palladium Nanoparticles for Copper‐Free Acyl Sonogashira Reaction

Abstract

Preparation of palladium nanoparticles supported on montmorillonite K‐10 clay is described. The utility of thus prepared catalyst was examined for copper free acyl Sonogashira reaction of acid chlorides with phenyl acetylenes to achieve various ynone scaffolds. Coumarin derived ynones were also synthesized under mild optimized reaction conditions. All the title compounds were obtained in good to excellent yield. The recycling efficiency of the catalyst was extremely good and used successfully for seven cycles without significant drop in the yield.

Copper-free Sonogashira cross-coupling reactions: an overview

“…Moreover, the catalyst was recyclable up to seven times, capable of reacting derivatives of coumarin acid chlorides with phenylacetylene, as well (Scheme 48). 109,110 In 2016, Dewan et al innovatively used water extract of waste papaya bark ash (WEPBA) in combination with ethanol to make a novel green medium for the in situ formation of Pd nanoparticles (Pd NPs). 111 It seems Pd(OAc) 2 salt is decomposed to nanoparticles of palladium in the reaction cycle.…”

Acyl Sonogashira Cross-Coupling: State of the Art and Application to the Synthesis of Heterocyclic Compounds

“…Recently Sureshbabu's group [57] developed a new supported catalyst based on Pd nanoparticles deposited on montmorillonite K-10 clay. The obtained species was applied to the Sonogashira between phenyl acetylene and aroyl chlorides, but 2.4 mol % of palladium was necessary to achieve the products with good yields (87%-96%).…”

Comparative Study of CuO, Fe3O4 and CuFe2O4/CuO over Montmorillonite Clay: Green Synthesis, Characterization and Catalytic Activity

“…[4,5] Among natural supports, montmorillonite (MMT), as a kind of nano clays, is very promising supports for the design and preparation of nanocomposites, due to particular characteristics of these minerals. [6] Nowadays, to promote the application of nanoparticles, the preparation of copper and their oxides has been investigated extensively. [7] Furthermore, copper-containing compounds with the spinel-type structure and also magnetic nanoparticles have a potential catalytic application.…”