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

Ghohe, NM; Tayebee, R; Amini, MM; Osatiashtiani, A; Isaacs, MA; Lee, AF; (2017) H5PW10V2O40@VOx/SBA-15-NH2 catalyst for the solventless synthesis of 3-substituted indoles. Tetrahedron , 73 (40) pp. 5862-5871. 10.1016/j.tet.2017.08.030. Green open access

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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.

Type: Article
Title: H5PW10V2O40@VOx/SBA-15-NH2 catalyst for the solventless synthesis of 3-substituted indoles
Open access status: An open access version is available from UCL Discovery
DOI: 10.1016/j.tet.2017.08.030
Publisher version: https://doi.org/10.1016/j.tet.2017.08.030
Language: English
Additional information: This version is the author accepted manuscript. For information on re-use, please refer to the publisher’s terms and conditions.
Keywords: Vanadia, SBA-15, Heteropolyacid, 3-Substituted indoles, Solventless
UCL classification: UCL
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
URI: https://discovery.ucl.ac.uk/id/eprint/10069241
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