75335-04-5Relevant academic research and scientific papers
A Serendipitous Synthesis of Bis-Heterocyclic Spiro 3(2 H)-Furanones
Picado, Alfredo,Li, ShengJian,Dieter, R. Karl
, p. 1391 - 1400 (2016)
(Z) Enol triflates 6, 11b-d, (E) enol triflate 11e, and phenol triflate 11a, derived from β-keto esters or 2-carboalkoxy phenols, respectively, react with N-Boc 2-lithiopyrrolidine (5a), N-Boc N-methylaminomethyllithium (5b), or 2-lithio-1,3-dithiane (14) to afford 3(2H)-furanones in modest to good yields (38-81%). Product and carbanion reagent studies suggest that the 3(2H)-furanone is formed in a cascade of reactions involving nucleophilic acyl substitution, enolate formation, trifluoromethyl transfer, iminium or sulfenium ion formation, and subsequent ring closure to form the 3(2H)-furanone. The use of 2-lithio-1,3-dithiane affords a cyclic α-keto-S,S,O-orthoester in which the functionality can be selectively manipulated for synthetic applications. (Chemical Equation Presented).
Oxidation of 1,3-Diphenyl-1,3-propanediones with Thallium(III) Nitrate in Methanol
Antus, Sandor,Baitz-Gacs, Eszter,Boross, Ferenc,Nogradi, Mihaly,Solyom, Aniko
, p. 1271 - 1282 (2007/10/02)
On oxidation with thallium(III) nitrate in methanol, 1,3-diphenyl-1,3-propanediones 1 rearrange to give 3-oxo-2,3-diphenylpropanoic esters 2 and products derived therefrom.However, 1-(2-hydroxyphenyl)-3-phenyl-1,3-propanediones 1h-k undergo oxidative cyclization to 2-aroyl-3(2H)-benzofuranones 5.The alkali and acid catalysed cleavage of 5 is discussed.
