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Facile syntheses of substituted 2,3-dihydrofurans and benzofurans by palladium-catalyzed reactions of propargylic carbonates with nucleophiles
Authors:Masahiro Yoshida
Institution:Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, Aobayama, Sendai 980-8578, Japan
Abstract:Substituted 2,3-dihydrofurans and benzofurans are synthesized by the palladium-catalyzed reaction of 5-methoxycarbonyloxy-3-pentyn-1-ols and 1-(2-hydroxyphenyl)-3-methoxycarbonyloxy-1-propyne with nucleophiles, respectively. Various substituted propargylic carbonates and nucleophiles are efficiently transformed to their corresponding products. Additionally, a reaction using substrates containing a nucleophilic phenoxy group within the same molecule also produces the corresponding dihydrofuran.
Keywords:Palladium  Cyclization  Dihydrofurans  Phenols
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