87351-01-7Relevant academic research and scientific papers
Tandem aldol condensation/platinacycle-catalyzed addition reactions of aldehydes, methyl ketones, and arylboronic acids
Liao, Yuan-Xi,Hu, Qiao-Sheng
supporting information, p. 5897 - 5901,5 (2020/09/02)
Aldol condensation of aldehydes with methyl ketones followed by anionic four-electron donor-based (type I) platinacycle-catalyzed addition reactions of arylboronic acids to form β-arylated ketones is described. Good to excellent yields of β-arylated ketones were obtained for the tandem reactions of aromatic/aliphatic aldehydes, methyl ketones, and arylboronic acids, and moderate yields were observed for the tandem reactions of α,β-unsaturated aldehydes. The aldol condensation of aldehydes with methyl ketones was successfully combined with the platinacycle-catalyzed addition reactions of arylboronic acids in a tandem fashion. A variety of β-arylated ketones was obtained in good to excellent yields.
Sequential aldol Condensation-Transition metal-Catalyzed addition reactions of aldehydes, methyl ketones, and arylboronic acids
Liao, Yuan-Xi,Xing, Chun-Hui,Israel, Matthew,Hu, Qiao-Sheng
, p. 2058 - 2061 (2011/06/19)
Sequential aldol condensation of aldehydes with methyl ketones followed by transition metal-catalyzed addition reactions of arylboronic acids to form β-substituted ketones is described. By using the 1,1′;-spirobiindane- 7,7′;-diol (SPINOL)-based phosphite, an asymmetric version of this type of sequential reaction, with up to 92% ee, was also realized. Our study provided an efficient method to access β-substituted ketones and might lead to the development of other sequential/tandem reactions with transition metal-catalyzed addition reactions as the key step.
The utilization of supercritical carbon dioxide in the palladium- catalyzed hydroarylation of β-substituted-α,β-enones
Cacchi, Sandro,Fabrizi, Giancarlo,Gasparrini, Francesco,Pace, Paola,Villani, Claudio
, p. 650 - 652 (2007/10/03)
The utilization of supercritical carbon dioxide (scCO2) has a beneficial effect on the palladium-catalyzed reaction of acyclic β- substituted-α,β-enones with aryl iodides and hydroarylation (formal conjugate addition) products were isolated in good to high yields. The hydroarylation to vinylic substitution ratio is usually high.
Palladium-Catalyzed Conjugate Addition Type Reaction of Aryl Iodides with α,β-Unsaturated Ketones
Cacchi, S.,Arcadi, A.
, p. 4236 - 4240 (2007/10/02)
Aryl iodides have been found to react with α,β-unsaturated ketones in the presence of catalytic amounts of palladium, an excess of formic acid, and triethylamine, giving rise to conjugate addition type products.The electron-withdrawing power of the group attached to the olefinic double bond, the substituent β to the carbonyl group, and the basic reaction medium appear to effect greatly the conjugate addition/vinylic substitution ratio.
