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Research article2017Peer reviewedOpen access

Synthesis of Benzofurans and Indoles from Terminal Alkynes and Iodoaromatics Catalyzed by Recyclable Palladium Nanoparticles Immobilized on Siliceous Mesocellular Foam

Bruneau, Alexandre; Gustafson, Karl P. J.; Yuan, Ning; Tai, Cheuk-Wai; Persson, Ingmar; Zou, Xiaodong; Baeckvall, Jan-E.

Abstract

Herein, we report on the utilization of a heterogeneous catalyst, consisting of Pd nanoparticles supported on a siliceous mesocellular foam (Pd-0-AmP-MCF), for the synthesis of heterocycles. Reaction of o-iodophenols and protected o-iodoanilines with acetylenes in the presence of a Pd nanocatalyst produced 2-substituted benzofurans and indoles, respectively. In general, the catalytic protocol afforded the desired products in good to excellent yields under mild reaction conditions without the addition of ligands. Moreover, the structure of the reported Pd nanocatalyst was further elucidated with extended X-ray absorption fine-structure spectroscopy, and it was proven that the catalyst could be recycled multiple times without significant loss of activity.

Keywords

benzofurans; extended x-ray absorption fine structure; heterogeneous catalysis; indoles; palladium

Published in

Chemistry - A European Journal
2017, Volume: 23, number: 52, pages: 12886-12891 Publisher: WILEY-V C H VERLAG GMBH

      SLU Authors

    • UKÄ Subject classification

      Materials Chemistry

      Publication identifier

      DOI: https://doi.org/10.1002/chem.201702614

      Permanent link to this page (URI)

      https://res.slu.se/id/publ/93268