A Novel Short-Step Synthesis of New Xanthenedione Derivatives from the Cyclizat...

• Author(s): Pinto, Diana C. G. A. ; Seca, Ana M. L. ; Leal, Stephanie B. ; Silva, Artur M. S. ; Cavaleiro, José A. S.
• Date: 2011
• Persistent ID: http://hdl.handle.net/10400.3/2927
• Origin: Repositório da Universidade dos Açores
• Subject(s): Xanthenediones; 3-Cinnamoyl-5-Hydroxy-2-Styrylchromones; Microwave Irradiation; Cyclization; Boron Tribro
• Document Type: Article
• Language: English

Description

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.