Supported l-tryptophan on Fe3O4@SiO2 as an efficient and magnetically separable catalyst for one-pot construction of spiro[indene-2,2'-naphthalene]-4'-carbonitrile derivatives

Aref Ghasemi-Ghahsareh; Javad Safaei-Ghomi; Hourieh Sadat Oboudatian

doi:10.1039/d1ra07654j

Supported l-tryptophan on Fe₃O₄@SiO₂ as an efficient and magnetically separable catalyst for one-pot construction of spiro[indene-2,2'-naphthalene]-4'-carbonitrile derivatives

RSC Adv. 2022 Jan 5;12(3):1319-1330. doi: 10.1039/d1ra07654j.

Authors

Aref Ghasemi-Ghahsareh¹, Javad Safaei-Ghomi¹, Hourieh Sadat Oboudatian¹

Affiliation

¹ Department of Organic Chemistry, Faculty of Chemistry, University of Kashan P. O. Box 87317-51167 Kashan I. R. Iran safaei@kashanu.ac.ir +98-31-55552935 +98-31-55912385.

Abstract

In this work, l-tryptophan functionalized silica-coated magnetic nanoparticles were readily prepared and evaluated as a recyclable magnetic nanocatalyst for the synthesis of spiro[indene-2,2'-naphthalene]-4'-carbonitrile derivatives through the one-pot four-component reaction of malononitrile, cyclohexanone, aromatic aldehydes, and 1,3-indandione. This novel magnetic nanocatalyst was confirmed to be effective and provide products in moderate to excellent yields under reflux conditions. The structure of obtained nanoparticles was characterized using FT-IR, XRD, VSM, EDX, elemental mapping, FE-SEM, and TGA. This synthetic protocol provides several benefits such as excellent yields in short reaction times (64-91%), saving costs, reusability of the catalyst using an external magnet (seven runs), and low catalyst loading.