Application of copper iodide nanoparticles immobolized porous polysulfonamide gel as an effective nanocatalyst for synth

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Application of copper iodide nanoparticles immobolized porous polysulfonamide gel as an effective nanocatalyst for synthesis of aminoindolizines Sepideh Solgi1 · Ramin Ghorbani‑Vaghei1 · Sedigheh Alavinia1 Accepted: 19 September 2020 © Springer Science+Business Media, LLC, part of Springer Nature 2020

Abstract In this paper, we investigate the catalytic activity of CuI NPs supported on porous cross-linked poly(ethyleneamine)– polysulfonamide (PEA–PSA@CuI) as an effective and recyclable nanocatalyst for the synthesis of indolizine derivatives. Three-component reaction of 2-pyridine carbaldehyde with phenylacetylene and second-order amines in the presence of PEA–PSA@CuI as catalyst under solvent-free conditions resulted amino indolizine products in good to excellent yields. The present catalytic system offers advantages such as high catalytic activity in short reaction time, recovered the catalyst by centrifugation and recycled for five times without significant loss in its efficiency. Keywords  Porous polysulfonamide · CuI NPs · Heterogeneous · Indolizines

1 Introduction Multicomponent reactions (MCRs) are typically the chemical transformations which yield products in one pot from the structural moieties of three or more reacting components. These types of reactions enable the chemists to synthesize vast arrays of structurally diverse compounds in one-step procedures and to introduce cost effective and environmentally friendly synthetic protocols. Hence, MCRs have captivated much attention especially for production of heterocyclic compounds [1–3]. Methodologies based on MCRs are very useful particularly when result in formation of the medicinally privileged heterocyclic scaffolds. Of these heterocyclic compounds, those having indolizine in their structure hold a unique place among a large variety of compounds, as have attracted immense attentions because of their valuable pharmacological properties and clinical applications. Natural and synthetic indolizine derivatives Electronic supplementary material  The online version of this article (https​://doi.org/10.1007/s1093​4-020-00989​-8) contains supplementary material, which is available to authorized users. * Ramin Ghorbani‑Vaghei [email protected] 1



Department of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University, Hamedan 65174, Iran

(Scheme 1) exhibit various biological and pharmaceutical properties, including antimicrobial, anticancer, antioxidative, and anti-inflammatory activities [4–10]..Most of the natural indolizines have been extracted from species of the genus, Dendrobates [11], Dendrobium [12], Leguminosae family [13], Monomorium and Tylophora [14–17]. LAM-D is one of the indolizine derivatives which has showed good anticancer activities (Scheme 1a). This compound is an alkaloid of six rings, which obtained from a snail related to the Velutinidae mollusks family called Lamellaria [18]. Synthetic indolizines are the key cores in numerous biologically active compounds. For example, 2-(N-alkyl amino-methyl) indolizines has shown anti-infl