H5PW10V2O40@VOx/SBA-15-NH2 catalyst for the solventless synthesis of 3-substituted indoles

Mahdizadeh Ghohe, Narges, Tayebee, Reza, Amini, Mostafa M., Osatiashtiani, Amin, Isaacs, Mark A. and Lee, Adam F. (2017). H5PW10V2O40@VOx/SBA-15-NH2 catalyst for the solventless synthesis of 3-substituted indoles. Tetrahedron, in pre ,

Abstract

Functionalization of mesoporous SBA-15 frameworks by transition metal oxides offers a flexible route to fabricate new heterogeneous catalysts. Here, an inorganic-organic hybrid nanoporous catalyst H5PW10V2O40@VOx/SBA-15-NH2, was prepared and utilized as an efficient, eco-friendly, and recyclable catalyst for the one-pot, multi-component synthesis of 3-substituted indoles by indole substitution with aldehydes and malononitrile under solvent-free conditions. Catalysts were prepared by the non-covalent attachment of H5PW10V2O40 to a 3 wt%VOx/SBA-15 nanoporous support through a 3-(triethoxysilyl)propylamine linker. VOx/SBA-15 was prepared by a one-pot hydrothermal synthesis from TEOS and vanadium(V) oxytri-tert-butoxide [VO(O-tBu)3]. The resulting H5PW10V2O40@VOx/SBA-15-NH2 material was characterized by bulk and surface analysis including N2 porosimetry, FE-SEM, XRD, XPS, FT-IR, TGA-DTA, UV–Vis and ICP-OES, evidencing retention of the heteropolyacid Keggin structure. H5PW10V2O40@VOx/SBA-15-NH2 exhibits high activity and excellent yields (70–95%) of 3-substituted indoles under mild conditions, with negligible deactivation.

Publication DOI: https://doi.org/10.1016/j.tet.2017.08.030
Divisions: Engineering & Applied Sciences
Engineering & Applied Sciences > Chemical engineering & applied chemistry
Engineering & Applied Sciences > European Bioenergy Research Institute (EBRI)
Additional Information: © 2017, Elsevier. Licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/
Uncontrolled Keywords: vanadia,SBA-15,heteropolyacid,3-substituted indoles,solventless,Biochemistry,Drug Discovery,Organic Chemistry
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Related URLs: http://www.scop ... tnerID=8YFLogxK (Scopus URL)
Published Date: 2017-08-18
Published Online Date: 2017-08-18
Authors: Mahdizadeh Ghohe, Narges
Tayebee, Reza
Amini, Mostafa M.
Osatiashtiani, Amin ( 0000-0003-1334-127X)
Isaacs, Mark A.
Lee, Adam F. ( 0000-0002-2153-1391)

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