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Facile Synthesis of 9-Acetyl/Formyl/Cyano-Substituted Pyrano [2, 3-f] flavones and Chromones Using the Baylis–Hillman Reaction

SS Reddy, GLD Krupadanam

Index: Reddy, S. Satyanarayana; Krupadanam, G. L. David Synthetic Communications, 2010 , vol. 40, # 9 p. 1292 - 1304

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Abstract

Condensation of 8-formyl-7-hydroxyflavones (2a–f) and 8-formyl-7-hydroxy-2-(2′-furyl)-3- methylchromone (2g) with methyl vinyl ketone (3), acrolein (4), and acrylonitrile (5) in the presence of diazabicyclo [2.2. 2] octane (DABCO) under an N2 atmosphere at room temperature using Baylis–Hillman reaction conditions afforded 9-acetyl/formyl/cyano- substituted pyrano2, 3-f] flavones (6a–f, 7a–f, 8a–f) and chromones (6g, 7g, 8g).

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