Abstract
This chapter discusses the reactions and syntheses of furans, benzofurans, and their derivatives. The Diels–Alder the reaction of electron-deficient alkyne and isoxazoline, the acidcatalyzed cyclization reaction of β,γ-dihydroxy-ketone, and the cyclization of 1,4-diketone may be used for the construction of furan rings in the studies on the syntheses of several natural products. 2,4-Disubstituted furans may be produced by the reaction of α-bromo ketones with EtZnCH 2 Cl. More efficient catalyst using cis,cis,cis -1,2,3,4- tetrakis[(diphenylphosphino)methyl]pentane and [Pd(C 3 H 5 )Cl] 2 is developed for the direct arylation at the 5-position of 2- and 3-mono- and 2,3-disubstituted furans. A 2,5-disubstituted furan is produced from the addition reaction of 2-methylfuran with methyl vinyl ketone catalyzed by gold(III) iminophosphorane complex. 2,3-Disubstituted furans are delivered by the re-catalyzed regioselective insertion of isocyanates into the C–H bond of furan-2-yl and furan-3-yl imines.
Published Version
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