89787-33-7Relevant academic research and scientific papers
Cobalt(II)-catalyzed oxidative coupling of aromatic tertiary amines with enol silyl ethers leading to β-aminoketone derivatives
Sakai, Norio,Muraoka, Takuya,Matsumoto, Shun,Mutsuro, Akihiro,Ogiwara, Yohei
supporting information, p. 343 - 346 (2017/02/10)
We demonstrated that a cobalt(II)-TBHP (tert-butyl hydroperoxide) oxidizing system efficiently catalyzes the coupling of aromatic tertiary amines with enol silyl ethers, producing the corresponding β-aminoketones.
CuBr-catalyzed reaction of N,N-dimethylanilines and silyl enol ethers: An alternative route to β-arylamino ketones
Huang, Lehao,Zhang, Xunbin,Zhang, Yuhong
, p. 3730 - 3733 (2011/03/18)
Image Presented A wide range of silyl enol ethers undergo the reactions with N,N-dimethylanilines in the presence of transition metal catalysts under mild conditions to give β-arylamino ketones. In the cases of silyl enol ethers derived from unsymmetrical ketones, regiospecific addition of carbonyl compounds was obtained at the olefinic position of silyl enol ether.
Electrochemical oxidation of 4-substituted N,N-dimethylaniline in the presence of silyl enol ether. Effect of the substituent on the formation of Mannich bases. II.
Renaud, Roger N.,Stephens, Campbell J.,Brochu, Gaetan
, p. 565 - 569 (2007/10/02)
The formation of Mannich bases from the electrochemical oxidation of 4-substituted N,N-dimethylaniline in the presence of silyl enol ether was studied.The yield of bases obtained depended on the relative oxidation potentials of the starting amine compound and the base formed.An electron-donating substituent on the amine showed a large difference in the oxidation potentials and gave the highest yield of product.On the other hand, the oxidation potentials were very close with an electron-withdrawing substituent and the yield in base was relatively much lower.Furthermore, the main product in the case of an electron-withdrawing group in the presence of 1-trimethylsilyloxy-1-cyclohexene was 4-substituted 2-(2-oxocyclohexyl)-N,N-dimethylaniline.Some side products were also isolated and were identified as N,N-diketonic compounds.
