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    Por favor, use este identificador para citar o enlazar este ítem: http://hdl.handle.net/10259/4530

    Título
    Synthesis of Functionalized 1H-Indenes and Benzofulvenes through Iodocyclization of o-(Alkynyl)styrenes
    Autor
    García García, Patricia
    Sanjuán Cortázar, Ana MaríaAutoridad UBU Orcid
    Rashid, Muhammad A.Autoridad UBU
    Martínez Cuezva, AlbertoAutoridad UBU Orcid
    Fernández Rodríguez, Manuel A.Autoridad UBU Orcid
    Rodríguez, Félix
    Sanz Díez, RobertoAutoridad UBU Orcid
    Publicado en
    JOC, Journal of Organic Chemistry. 2017, V. 82, n. 2, p. 1155–1165
    Editorial
    American Chemical Society
    Fecha de publicación
    2017-01
    ISSN
    0022-3263
    DOI
    10.1021/acs.joc.6b02788
    Abstract
    A convenient method for the preparation of synthetically useful 3- iodoindene derivatives has been developed. This protocol, based on the 5-endo iodocyclization reaction of o-(alkynyl)styrenes, represents one of the scarce examples of halocyclizations using olefins as nucleophilic counterparts and allows the synthesis of both 3-iodo-1H-indenes (from β-alkyl-β-alkyl/aryl-o-(alkynyl)styrenes) and 3-iodobenzofulvenes (from β,β-diaryl-o-(alkynyl)styrenes) in good yields under mild reaction conditions. In addition, related alkoxyiodocyclization processes are described, which are particularly interesting in their intramolecular version because they allow the synthesis of heteropolycyclic structures containing the indene core. Finally, the usefulness of the prepared 3-iodoindenes has been demonstrated by the synthesis of several polysubstituted indene derivatives through conventional palladium-catalyzed cross-coupling reactions and iodine−lithium exchange processes.
    Materia
    Química orgánica
    Chemistry, Organic
    URI
    http://hdl.handle.net/10259/4530
    Versión del editor
    http://dx.doi.org/10.1021/acs.joc.6b02788
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