Tetrahedron Letters

Acid-catalyzed convenient transformation of 1-aryl-2-pentene-1, 4-diones into polyfunctionalized furans

S Onitsuka, H Nishino, K Kurosawa

Index: Onitsuka, Satoaki; Nishino, Hiroshi; Kurosawa, Kazu Tetrahedron Letters, 2000 , vol. 41, # 17 p. 3149 - 3152

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Citation Number: 23

Abstract

The reaction of phenylglyoxal with 2, 4-pentanedione in the presence of boron trifluoride gave the unstable 3-acetyl-1-phenyl-2-pentene-1, 4-dione intermediate which was converted in situ by the reaction with an excess amount of 2, 4-pentanedione into new crystalline tri-and tetra-substituted furans. Other unstable 1-aryl-2-pentene-1, 4-diones, which were obtained by the photooxygenation of 3-acetyl-5-aryl-2-methylfurans, were ...