A Novel Oxidative Cyclization of 2'-Hydroxychalcones to 4,5-Dialkoxyaurones by Thallium(III) Nitrate
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.
Thakkar, Kshitij,Cushman, Mark
p. 6499 - 6510
(2007/10/03)
Synthetic Studies on Flavone Derivatives. XV. Isomerization of Chalcones into Flavanones in Methyl Cellosolve-Phosphoric Acid
Isomerization of a chalcone having several benzoyloxyl groups into a flavanone by the use of phosphoric acid in methyl cellosolve was investigated, and higher yields of flavanones were obtained with much shorter reaction times than in the conventional pro
Iinuma, Munekazu,Matsuura, Shin,Tanaka, Toshiyuki
p. 1472 - 1476
(2007/10/02)
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