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Synlett 2000; 2000(12): 1749-1752
DOI: 10.1055/s-2000-8674
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Selective Synthesis of Unsymmetrical 3,4-Disubstituted and 4-Substituted 2(5H)-Furanones

Renzo Rossi* , Fabio Bellina, Elisa Raugei
  • *Dipartimento di Chimica e Chimica Industriale, Università di Pisa, via Risorgimento 35, I-56126 Pisa, Italy; Fax +39 50 91 82 60; E-mail: rossi@dcci.unipi.it
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Publikationsdatum:
31. Dezember 2000 (online)

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Easily available 3,4-dibromo-2(5H)-furanone undergoes regioselective palladium-catalyzed reaction with aryl(trialkyl)stannanes to give the corresponding 4-aryl-3-bromo-2(5H)-furanones in satisfactory yields. These monobromo derivatives have proven to be useful precursors to unsymmetrical 3,4-diaryl-2(5H)-furanones, 4-aryl-3-methyl-2(5H)-furanones and 4-aryl-2(5H)-furanones.

cross-coupling - regioselectivity - organostannanes - 2(5H)-furanones - palladium catalysts