Tetrahedron letters

One-pot synthesis of naphtho [2, 3-b] furan-4, 9-diones by sequential coupling/ring closure reactions

K Kobayashi, T Uneda, M Kawakita, O Morikawa…

Index: Kobayashi, Kazuhiro; Uneda, Tomokazu; Kawakita, Masataka; Morikawa, Osamu; Konishi, Hisatoshi Tetrahedron Letters, 1997 , vol. 38, # 5 p. 837 - 840

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Citation Number: 45

Abstract

Treatment of 3-phenyliodonio-1, 2, 4-trioxo-1, 2, 3, 4-tetrahydronaphthalenides with terminal acetylenes in the presence of a bis (triphenylphosphine) palladium chloride-cuprous iodide catalyst or cuprous oxide in N-methylpiperidine or pyridine, respectively, furnished the corresponding 2-substituted naphtho [2, 3-b] furan-4, 9-diones in moderate to good yields. The utility of this method was demonstrated in the synthesis of a cytotoxic natural product, ...

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