A novel and efficient route for the syntheses of hydroxylated 2,3-diarylxanthones

Santos, Clementina M.M.; Silva, Artur; Cavaleiro, José

http://hdl.handle.net/10198/3240

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Authors

Santos, Clementina M.M.

Silva, Artur

Cavaleiro, José

Abstract(s)

A novel, efficient and general route for the synthesis of hy-droxylated 2,3-diarylxanthones is described. 3-Bromo-2-styrylchromones, the key intermediate of this synthesis, is obtained by a Baker-Venkataraman rearrangement of appropriate 2’-cinnamoyloxyacetophenones, followed by a one-pot reaction with phenyltrimethylammonium tribromide. The Heck reaction of these bromochromones with substituted styrenes gives methoxylated 2,3-diarylxanthones. The cleavage of the methyl groups with BBr3 gives the desired hydroxylated 2,3-diarylxanthones.

Keywords

Hydroxylated diarylxanthones 3-bromo-2-styrylchromones Heck reaction Phenyltrimethylammonium tribromide Demethylation

URI

http://hdl.handle.net/10198/3240

Citation

Santos, Clementina; Silva, Artur; Cavaleiro, José (2007). A novel and efficient route for the syntheses of hydroxylated 2,3-diarylxanthones. Synlett. 20, p. 3113-3116