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Herein we report an approach to the formation of 5-alkynyl-1,3-dioxin-4-ones using Suzuki–Miyaura cross-coupling reaction of potassium alkynyltrifluoroborate salts with 2,2,6-trimethyl-5-iodo-1,3-dioxin-4-one. The resulting 5-ethynyltrimethylsilyl-1,3-dioxin-4-ones obtained through the Sonogashira reaction were further reacted in a Cu(I)-catalyzed Huisgen azide–alkyne 1,3-dipolar cycloaddition to...
The high efficient palladium-catalyzed Suzuki–Miyaura reactions of potassium aryltrifluoroborates 3 with 5-iodo-1,3-dioxin-4-ones 2a–b in water as only solvent in the presence of n-Bu 4 NOH as base is reported. The respective 5-aryl-1,3-dioxin-4-ones 4a–n were obtained in good to excellent yields. The catalyst system provides high efficiency at low load using electronically diverse coupling...
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