72302-35-3Relevant academic research and scientific papers
The mediation of aryl ketone deuteration by [Ir(PPh3) 3(cod)]+.BF4-
Herbert, John M.
, p. 317 - 322 (2005)
The usefulness of the hydrogen isotope exchange catalyst, [Ir(PPh 3)3(cod)]+.BF4- (1), is explored. It appears that isotopic exchange mediated by 1 occurs via a series of complexes in which all three phosphine ligands are retained. The disadvantage of this system is that the catalytic intermediates are necessarily sterically hindered, with the result that the range of substrates for which the system is effective is small. Copyright
Salicylic Acid-Catalyzed One-Pot Hydrodeamination of Aromatic Amines by tert-Butyl Nitrite in Tetrahydrofuran
Felipe-Blanco, Diego,Alonso, Francisco,Gonzalez-Gomez, Jose C.
supporting information, p. 2857 - 2863 (2017/08/23)
A significant acceleration in the hydrodeamination of in situ formed diazonium salts (from aromatic amines) has been observed in the presence of 10-mol% salicylic acid, using tetrahydrofuran as the hydrogen donor. The reaction proceeds efficiently at 20 °C for a wide range of substituted anilines, even at 10-mmol scale, without any other additive. The same protocol has been adapted to the selective deuterodeamination of some aromatic amines. Control experiments clearly show that aryl radicals are involved in the reaction mechanism. (Figure presented.).
Decarboxylative C-H arylation of benzoic acids under radical conditions
Seo, Sangwon,Slater, Mark,Greaney, Michael F.
supporting information; experimental part, p. 2650 - 2653 (2012/07/27)
A decarboxylative radical cyclization reaction has been developed for the synthesis of fluorenones. The reaction uses Ag(I)/K2S 2O8 to oxidatively decarboxylate an aroylbenzoic acid to an aryl radical, which undergoes cyclization to afford fluorenone products in good yield.
Selective copper- or silver-catalyzed decarboxylative deuteration of aromatic carboxylic acids
Rudzki, Martin,Alcalde-Aragones, Ana,Dzik, Wojciech I.,Rodriguez, Nuria,Goossen, Lukas J.
experimental part, p. 184 - 193 (2012/03/26)
The practical utility of decarboxylative transformations in organic synthesis is discussed, and the decarboxylative deuteration of (hetero)aromatic carboxylic acids is disclosed as a further example. Various monodeuterated arenes were synthesized under mild conditions, in a single step from easily accessible aromatic carboxylic acids and deuterium oxide. Copper catalysts were found to have the widest scope, but silver catalysts are superior for some ortho-substituted benzoates. A few substrates, e.g. quinoline-2-carboxylic acid, decarboxylate even in the absence of a metal catalyst. Georg Thieme Verlag Stuttgart · New York.
