856406-49-0Relevant academic research and scientific papers
New syntheses of 3-aroylflavone derivatives; Knoevenagel condensation and oxidation versus one-pot synthesis
Vaz, Patrícia A. A. M.,Pinto, Diana C. G. A.,Rocha, Djenisa H. A.,Silva, Artur M. S.,Cavaleiro, José A. S.
, p. 2353 - 2356 (2013/07/19)
Two syntheses of 3-aroylflavones have been established. In the first synthesis the use of microwave irradiation led to an improvement in the yields of both the Knoevenagel condensation of β-diketones with aldehydes to afford 3-aroylflavanones and of their
An efficient one-pot synthesis of flavones
Chee, Chin Fei,Buckle, Michael J.C.,Rahman, Noorsaadah Abd.
supporting information; experimental part, p. 3120 - 3123 (2011/06/26)
Flavones were prepared using a one-pot procedure starting from the corresponding 2′-hydroxyacetophenones. The latter were treated with 3 equiv of aroyl chloride in wet K2CO3/acetone (1% w/w water) to afford a good yield of flavone and a smaller amount of 3-aroylflavone. Evidence was obtained that the reaction proceeds via a triketone intermediate. When the reactants were heated in 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and pyridine, the 3-aroylflavone was obtained exclusively. Use of a stoichiometric amount of aroyl chloride afforded only the corresponding flavone.
Baker-venkataraman rearrangement under microwave irradiation: A new strategy for the synthesis of 3-aroyl-5-hydroxyflavones
Pinto, Diana C. G. A.,Silva, Artur M. S.,Cavaleiro, José A. S.
, p. 1897 - 1900 (2008/03/13)
Microwave irradiation selectively induces the Baker-Venkataraman rearrangement of 2′,6′-diaroyloxyacetophenones to give 3-aroyl-5-hydroxyflavones, in a very short reaction time. Under classical heating conditions these reactions afforded 5-hydroxyflavones
Synthesis and properties of 3-acyl-γ-pyrones, a novel class of flavones and chromones
Ganguly,Kaur,Mahata,Biswas,Pramanik,Chan
, p. 4119 - 4121 (2007/10/03)
Using modified Baker-Venkataraman reaction a novel class of 3-acyl flavones and chromones have been synthesised. Reaction mechanism for their formation have been elucidated. The properties of 3-acyl flavonoids indicate them to be precursors for the synthesis of flavones.
