59066-55-6Relevant articles and documents
Visible Light Photoredox-Catalyzed α-Alkylation of Cyclic Tertiary Arylamines
Xu, Ji-Tao,Xu, Guo-Qiang,Wang, Zhu-Yin,Xu, Peng-Fei
, p. 14760 - 14769 (2019)
An efficient method was successfully developed to obtain cyclic β-amino ketones via visible-light photoredox catalysis. With this catalytic system, vinyl azides and N-Ph pyrrolidines react to form cyclic β-amino ketones by α-amino radical addition. This method provides a simple, mild, straightforward, and novel paradigm to prepare important β-amino ketones.
Palladium-catalyzed aerobic oxidative coupling of allylic alcohols with anilines in the synthesis of nitrogen heterocycles
Kumar, Gangam Srikanth,Singh, Diksha,Kumar, Manish,Kapur, Manmohan
, p. 3941 - 3951 (2018/04/14)
We report herein an unprecedented and expedient Pd-catalyzed oxidative coupling of allyl alcohols with anilines to afford β-amino ketones which are converted into substituted quinolines in a one-pot fashion. The exclusive preference for N-alkylation over N-allylation makes this approach unique when compared to those reported in literature. Detailed mechanistic investigations reveal that the conjugate addition pathway was the predominant one over the allylic amination pathway. The notable aspects of the present approach are the use of readily available, bench-stable allyl alcohols and molecular oxygen as the terminal oxidant, in the process dispensing the need for unstable and costly enones. Further, we explored the synthetic utility of β-amino ketones through an intramolecular α-arylation methodology and a one-pot domino annulation, thereby providing rapid access to indolines and quinolines.
CuBr-catalyzed reaction of N,N-dimethylanilines and silyl enol ethers: An alternative route to β-arylamino ketones
Huang, Lehao,Zhang, Xunbin,Zhang, Yuhong
supporting information; experimental part, 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.