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Novel ultra-small Pd NPs on SOS spheres: a new catalyst for domino intramolecular Heck and intermolecular Sonogashira couplings.

ABSTRACT: We report a novel catalyst Pd/SOS that catalyzes the dual C-C bond forming coupling of an iodoarene moiety with an internal alkene and an external alkyne via an intramolecular Heck reaction, followed by an intermolecular Sonogashira reaction, respectively. The catalyst was characterized using XRD, IR, XPS, SEM and TEM analyses. Notably, for the first time, cheap and readily available new silica [nanosilica on microsilica (SOS)] material-supported ultra-small Pd nanoparticles (2.20 nm) are employed for the efficient synthesis of dihydrobenzofuran and oxindole derivatives in a domino one-pot reaction. Significantly, a sub-molar quantity of Pd (0.3 mol%) was found to be sufficient to furnish the products in very good to near quantitative yields. Gratifyingly, the catalyst could be recycled up to five cycles with a marginal loss (∼no loss) of the product.

SUBMITTER: Lakshminarayana B

PROVIDER: S-EPMC9049139 | biostudies-literature | 2020 Jan

REPOSITORIES: biostudies-literature

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Novel ultra-small Pd NPs on SOS spheres: a new catalyst for domino intramolecular Heck and intermolecular Sonogashira couplings.

Lakshminarayana Bhairi B Vinodkumar T T Satyanarayana G G Subrahmanyam Ch C

RSC advances 20200128 8

We report a novel catalyst Pd/SOS that catalyzes the dual C-C bond forming coupling of an iodoarene moiety with an internal alkene and an external alkyne <i>via</i> an intramolecular Heck reaction, followed by an intermolecular Sonogashira reaction, respectively. The catalyst was characterized using XRD, IR, XPS, SEM and TEM analyses. Notably, for the first time, cheap and readily available new silica [nanosilica on microsilica (SOS)] material-supported ultra-small Pd nanoparticles (2.20 nm) are ...[more]

PMID: 35495233

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