75335-45-4Relevant academic research and scientific papers
Oxidative Rearrangement of α-Benzylideneketones with Thallium(III) Nitrate in Methanol
Antus, Sandor,Boross, Ferenc,Kajtar-Peredy, Maria,Radics, Lajos,Nogradi, Mihaly
, p. 1283 - 1295 (2007/10/02)
Sterically unhindered arylidene- and diarylideneacetones 1 or 2 having electron releasing aryl groups yielded with thallium(III) nitrate in methanol β-ketoacetals 3, 4 and 5, respectively.Electronegatively substituted 1f and sterically hindered 1g and 1h gave the 4-arylcrotonic esters 7 and by-products, while 1,3-dibenzylidenacetone (2a) yielded besides the expected products also the branched acetal esters 13a and 13b.Formation of the anomalous products 7 and 13 can be rationalized assuming a common cyclopropanone type intermediate.
