856322-62-8Relevant academic research and scientific papers
C H Bond Arylation of Diamondoids Catalyzed by Palladium(II) Acetate
Larrosa, Marta,Heiles, Sven,Becker, Jonathan,Spengler, Bernhard,Hrdina, Radim
, p. 2163 - 2171 (2016/07/16)
We have developed an effective approach to 1,2-disubstituted diamondoids by palladium(II) acetate catalyzed functionalization of C H bond. Selective mono-arylation of the adamantane framework was achieved using picolylamide as a directing group in yields up to 87 %. Kinetic studies in combination with deuterium labeling experiments, competitive experiments and mass spectrometry contribute to the mechanistic understanding of the arylation process of alkanes with number of C H bonds neighboring the directing group. Triflic anhydride promoted cyclization of the directing group generates imidazo[1,5-a]pyridine derivatives. Acid-mediated removal of the directing group provides access to 2-aryl diamondoid carboxylic acids, which are common precursors for the synthesis of various bioactive compounds (drug candidates). (Figure presented.) .
New aminoadamantane derivatives with antiproliferative activity
Papanastasiou, Ioannis,Tsotinis, Andrew,Kolocouris, Nicolas,Nikas, Spyros P.,Vamvakides, Alexandre
, p. 1966 - 1975 (2014/05/06)
1-Benzyl-2-aminoadamantanes 2a-c, conformationally constrained aminoadamantanes 3a, b and 4 and diaminoadamantanes derivatives 5a-c, 6a-c were synthesized and tested as antiproliferative agents. The in vitro biological evaluation showed a significant difference in activity between 1-phenyl and 1-benzyl derivatives. Springer Science+Business Media 2013.
