Using 5-substituted 3,4-dihalo-2(5H)-furanones as the substrates, the Sonogashira coupling reaction in the presence of palladium catalyst gave 28 novel compounds. The structure was confirmed by IR, ¹H NMR, ¹³C NMR, MS and elemental analysis. The influences of reaction temperature and time, catalyst kinds and dosage, base kinds and dosage, solvent, and different substrates were investigated. Under the optimized conditions, including 3 mol% Pd(PPh₃)₄ as the catalyst and 10 mol% CuI as the cocatalyst, 6.0 equiv. KF as the base, toluene as the solvent, the cross-coupling reactions with propargylic alcohol, as well as terminal alkyl and aryl alkynes at 30 ℃ for 72 h gave the 2(5H)-furanone derivatives containing enediyne structure in moderate to good yields without the addition of other ligands.

Key words: 5-substituted 3,4-dihalo-2(5H)-furanone, terminal alkyne, Sonogashira coupling reaction, enediyne