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Preparation and Palladium Mediated Cross-Coupling Reactions of cis-2,3-Disubstituted 5-Halo-Dihydropyran-4-ones
31 December 2000 (online)
Treatment of the cis-2,3-disubstituted dihydropyran-4-ones 1 with iodosobenzene diacetate and trimethylsilyl bromide or iodide afforded the α-halo dihydropyran-4-ones 2/3 in 81-93% yield. The α-iodo dihydropyran-4-one 3c was then cross-coupled under palladium(0) catalysis to furnish the α-aryl and α-vinyl dihydropyran-4-ones 4 and 5 in 66% and 76% yield respectively.
hypervalent iodine - palladium - cross-coupling - dihydropyran-4-ones