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Synlett 2001; 2001(7): 1161-1163
DOI: 10.1055/s-2001-15154
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A New Entrance to the Preparation of Phenanthrene and Phenanthrenoid Heterocycles

Isabel Moreno* , Imanol Tellitu, Raúl San Martín, Esther Domínguez
  • *Departamento de Química Orgánica II, Facultad de Ciencias, Universidad del País Vasco (UPV/EHU), P. O. Box 644-48080 Bilbao, Spain; Fax + 34 94 464 85 00; E-mail: qopdopee@lg.ehu.es
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Publication Date:
31 December 2001 (online)

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The behavior of different aromatic and heteroaromatic rings in a non-phenolic oxidative biaryl coupling process using PIFA [phenyliodine(III)bis(trifluoroacetate)] as the source of hypervalent iodine was studied. The experiments carried out led us to the construction of the basic skeletons of phenanthrene, naphthothiophene and pyrroloisoquinoline tricycles in a short and efficient way. The study was also extended to the preparation of phenanthroid-fused thiazoles.

hypervalent iodine - heterocycles - cyclizations - biaryl coupling - phenanthroids