88768-66-5Relevant academic research and scientific papers
Ligand-controlled β-selective C(sp3)-H arylation of N-Boc-piperidines
Millet, Anthony,Larini, Paolo,Clot, Eric,Baudoin, Olivier
, p. 2241 - 2247 (2013/05/22)
We report a general palladium-catalyzed β-arylation of Boc-piperidines, which yields a variety of valuable 3-arylpiperidines in a simple and direct manner. The β- vs. α-arylation selectivity was controlled by the ligand, with flexible biarylphosphines providing mainly the desired β-arylated products whereas more rigid biarylphosphines mainly furnished the more classical α-arylated products. The computed reaction mechanism (DFT), studied from the common α-palladated intermediate, indicated that the reductive elimination steps leading to the α- and β-arylated products are selectivity-determining. Moreover, the experimental trend obtained with different ligands was well reproduced by the calculations.
Resolved 3-(3-Hydroxyphenyl)-N-n-propylpiperidine and Its Analogues: Central Dopamine Receptor Activity
Wikstroem, Hakan,Sanchez, Domingo,Lindberg, Per,Hacksell, Uli,Arvidsson, Lars-Erik,et al.
, p. 1030 - 1036 (2007/10/02)
Seven enantiomeric pairs of N-alkyl analogues of 3-(3-hydroxyphenyl)-N-n-propylpiperidine (3-PPP, 12) have been synthesized and evaluated pharmacologically (biochemistry and behavior) in order to examine their ability to interact with central dopamine (DA
