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Synlett 1993; 1993(2): 149-150
DOI: 10.1055/s-1993-22384
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Synthesis of a para-Methoxy Substituted Tribenzocyclotriyne

James D. Kinder* , Claire A. Tessier, Wiley J. Youngs
  • *Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106, USA
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Publication History

Publication Date:
19 March 2002 (online)

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The synthesis and characterization of a methoxy substituted tribenzocyclotriyne, 1,2:5,6:9,10-tri(2,5-dimethoxyphenyl)cyclododeca-1,5,9-triene-3,7,11-triyne (2) is described. The cyclotriyne was prepared by either a Stephens-Castro or a palladium catalyzed coupling of (2-iodo-3,6-dimethoxyphenyl)ethyne. Ceric ammonium nitrate was used to demethylate 2 to form 1,2:5,6-di(2,5-dimethoxyphenyl)-9,10-(1,4-benzoquinone)cyclododeca-1,5,9-triene-3,7,11-triyne (6).