The Acid Mediated Reaction of Bis(pyridine)iodonium(I) Tetrafluoroborate with Aromatic Compounds. A Selective and Truly General Iodination Method

  1. Barluenga, J. 1
  2. González, J.M. 1
  3. García-Martín, M.A. 1
  4. Campos, P.J. 2
  5. Asensio, G. 3
  1. 1 Universidad de Oviedo
    info

    Universidad de Oviedo

    Oviedo, España

    ROR https://ror.org/006gksa02

  2. 2 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

    ROR https://ror.org/0553yr311

  3. 3 Universitat de València
    info

    Universitat de València

    Valencia, España

    ROR https://ror.org/043nxc105

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Revista:
Journal of Organic Chemistry

ISSN: 0022-3263

Año de publicación: 1993

Volumen: 58

Número: 8

Páginas: 2058-2060

Tipo: Artículo

SCOPUS: 2-s2.0-0001272337 WoS: WOS:A1993KX34800020 GOOGLE SCHOLAR

Otras publicaciones en: Journal of Organic Chemistry

Repositorio institucional: lock_openAcceso abierto Editor

Resumen

Reaction of aromatic compounds with bis(pyridine)iodonium(I) tetrafluoroborate (IPy2BF4) in the presence of HBF4 or CF3SO3H in CH2Cl2 at room temperature furnishes monoiodo derivatives with excellent regioselectivity and yields. Use of either acid gives comparable results with activated aromatics, whereas CF3SO3H is much more effective in the iodination of deactivated aromatics. © 1993 American Chemical Society.