Issue 8, 2020, Issue in Progress

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.

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

Supplementary files

Article information

Article type
Paper
Submitted
12 Nov 2019
Accepted
21 Dec 2019
First published
28 Jan 2020
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2020,10, 4568-4578

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

B. Lakshminarayana, T. Vinodkumar, G. Satyanarayana and Ch. Subrahmanyam, RSC Adv., 2020, 10, 4568 DOI: 10.1039/C9RA09429F

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