A Novel Short-Step Synthesis of New Xanthenedione Derivatives from the Cyclization of 3-Cinnamoyl-2-styrylchromones

Pinto, Diana C. G. A.; Seca, Ana M. L.; Leal, Stephanie B.; Silva, Artur M. S.; Cavaleiro, José A. S.

http://hdl.handle.net/10400.3/2927

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Authors

Pinto, Diana C. G. A.

Seca, Ana M. L.

Leal, Stephanie B.

Silva, Artur M. S.

Cavaleiro, José A. S.

Abstract(s)

Novel (E)-3-aryl-4-benzylidene-8-hydroxy-3,4-dihydro-1 H-xanthene-1,9(2H)-diones are prepared by the cyclization of (E,E)-3-cinnamoyl-5-hydroxy-2-styrylchromones efficiently catalyzed with boron tribromide. The (E,E)-3-cinnamoyl-5-hydroxy-2-styrylchromones are obtained from the Baker–Venkataraman rearrangement of (E,E)-2-acetyl-1,3-phenylene bis(3-phenylacrylate), which is greatly improved under microwave irradiation.

Keywords

Xanthenediones 3-Cinnamoyl-5-Hydroxy-2-Styrylchromones Microwave Irradiation Cyclization Boron Tribro

URI

http://hdl.handle.net/10400.3/2927

Citation

Pinto, Diana; Seca, Ana; Leal, Stéphanie; Silva, Artur; Cavaleiro, José (2011). "A Novel Short-Step Synthesis of New Xanthenedione Derivatives from the Cyclization of 3-Cinnamoyl-2-styrylchromones", Synlett, 2011, 14, 2005-2008. http://dx.doi.org/10.1055/s-0030-1261172.