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Synlett 1999; 1999(9): 1432-1434
DOI: 10.1055/s-1999-2839
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A New Approach to 2,3-Disubstituted Benzo[b]furans from o-Alkynylphenols via 5-endo-dig-Iodocyclisation/Palladium-Catalysed Reactions

Antonio Arcadi* , Sandro Cacchi, Giancarlo Fabrizi, Fabio Marinelli, Leonardo Moro
  • *Dipartimento di Chimica, Ingegneria Chimica e Materiali della Facoltà di Scienze, Università de L'Aquila Via Vetoio, Coppito Due, I-67100 L'Aquila, Italy; Fax + 39-08 62-43 37 53; E-mail: arcadi@axscaq.aquila.infn.it
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Publication Date:
31 December 1999 (online)

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The 5-endo-dig-iodocyclization of o-alkynylphenols with iodine in the presence of NaHCO3 at room temperature produces functionalised 2-substituted-3-iodobenzo[b]furans, which are useful synthetic intermediates for the preparation of 2,3-disubstituted benzo[b]furans via palladium-catalysed reactions.

o-alkynylphenols - iodocyclization - benzo[b]furans - palladium - catalysis