66869-44-1Relevant academic research and scientific papers
Structural modifications of dalbergin using benzeneseleninic anhydride
Donnelly, Dervilla M.X.,Busteed, Roslynn,Kenny, Peter M.,Polonsky, Judith,Finet, Jean-Pierre,Prange, Thierry
, p. 411 - 419 (2007/10/02)
Reaction of dalbergin (6-hydroxy-7-methoxy-4-phenylcoumarin) (1) with benzeneseleninic anhydride afforded two quinones, the major being an o-quinone (2) arising from oxidation of ring A of the chromanone moiety and the minor (3) resulting from a rearrangement of (2). The p-quinone (3) was isolated independently from benzeneseleninic acid oxidation of 8-hydroxy-7-methoxy-4-phenylcoumarin (7). The benzopyran-2-ones (8) and (9) when reacted with benzeneseleninic anhydride yielded the o-quinones (10, 11) only. Confirmation of the o-quinone structure (2) was obtained by single crystal X-ray analysis. The structures and chemistry of the compounds are discussed. The o-quinones displayed significant fungicidal properties.
