REGIOSPECIFIC SYNTHESIS OF 3,4-DISUBSTITUTED FURANS .10. REGIOSPECIFIC SYNTHESIS OF 3,4-DISUBSTITUTED FURANS

摘要

Tris [4-(substituted)furan-3-yl]boroxines, prepared from the corresponding 4-(substituted)-3-(trimethylsilyl)furan, were converted successfully through palladium-catalyzed cross-coupling reactions with tri-n-butylstannyl chloride to 4-(substituted)-3-(tri-n-butylstannyl)furans, which underwent further palladium-catalyzed reactions with organohalides to afford 3,4-disubstituted furans. Oxidation of tris[4-(substituted)furan-3-yl]boroxines generated the corresponding 4-substituted-3(2H)furanones. [References: 26]