
Journal of Organic Chemistry p. 6499 - 6510 (1995)
Update date:2022-08-04
Topics:
Thakkar, Kshitij
Cushman, Mark
Scope and mechanism studies are reported on a novel oxidative transformation of certain 2'-hydroxy-5'-methoxychalcones to aurones by thallium(II) nitrate (TTN) in alcoholic solvents.A key feature of the reaction is the incorporation of a solvent-derived alkoxy group at C-4 of the aurone.The thermodynamically more stable Z isomers of the aurones are obtained in all cases.Aurones are formed regardless of whether electron donating or electron attracting groups are present at the para position of the B ring of the starting chalcone.
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Doi:10.1055/s-2005-861819
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