Get access

Silver and Brønsted Acid Catalyzed Nazarov-Type Cyclizations To Generate Benzofulvenes

Authors

  • Pierre Cordier,

    1. UPMC Univ Paris 06, Institut parisien de chimie moléculaire (UMR CNRS 7201), C. 229, 4 place Jussieu, 75005 Paris (France)
    Search for more papers by this author
  • Corinne Aubert Dr.,

    1. UPMC Univ Paris 06, Institut parisien de chimie moléculaire (UMR CNRS 7201), C. 229, 4 place Jussieu, 75005 Paris (France)
    Search for more papers by this author
  • Max Malacria Prof. Dr.,

    1. UPMC Univ Paris 06, Institut parisien de chimie moléculaire (UMR CNRS 7201), C. 229, 4 place Jussieu, 75005 Paris (France)
    Search for more papers by this author
  • Emmanuel Lacôte Dr.,

    1. UPMC Univ Paris 06, Institut parisien de chimie moléculaire (UMR CNRS 7201), C. 229, 4 place Jussieu, 75005 Paris (France)
    Search for more papers by this author
  • Vincent Gandon Prof. Dr.

    1. UPMC Univ Paris 06, Institut parisien de chimie moléculaire (UMR CNRS 7201), C. 229, 4 place Jussieu, 75005 Paris (France)
    2. Present address: Équipe de Catalyse Moléculaire, ICMMO, UMR CNRS 8182, Université Paris-Sud 11, 91405 Orsay Cedex (France)
    Search for more papers by this author

  • This work was supported by UPMC, CNRS, MRES, IUF, ANR (grant BLAN 06-2_159258, allene), and CRIHAN (project 2006-013).

Abstract

original image

Easy as pie: Expedient access to aryl-substituted benzofulvenes is described. α-Hydroxyallenes 1 that bear two aryl groups at C1 (red circle) are directly transformed into these products at room temperature by using silver triflate as a catalyst or Brønsted acids. The transformation involves dealkoxylation and subsequent 4π electrocyclization (Nazarov reaction).

Get access to the full text of this article

Ancillary