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Synlett 1998; 1998(5): 537-539
DOI: 10.1055/s-1998-1693
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Towards a New Type of Aromatic Diynes Activation: Synthesis of a Novel Bicyclic Enediyne

Stéphane Raeppel* , Dominique Toussaint, Jean Suffert
  • *Laboratoire de Pharmacochimie de la Communication Cellulaire, Université Louis Pasteur, Faculté de Pharmacie, ERS 655 du CNRS-74, route du Rhin - BP 24 - F-67401 Illkirch Cedex, France; Fax (33)3 88 67 47 94; E-mail: jeansu@pharma.u-strasbg.fr
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Publication History

Publication Date:
31 December 2000 (online)

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The aromatic acyclic diynes 2 and 3 have been synthesized in order to test the feasibility of a new activation towards their cyclisation. In addition, a difference of stability between 13 and 20 during the Nozaki-Kishi cyclisation reaction occurs when the aromatic ring possesses or not an intramolecular trigger device. Thus, the aromatic bicyclic enediyne 14 is stable while 21 has not been isolated.

antitumor agents - aromatic acyclic diynes - enediynes - palladium/copper catalysis - chromium/nickel catalysis