1257230-30-0Relevant academic research and scientific papers
Formation of substituted 1-naphthols and related products via dimerization of alkyl 3-(o-halo(het)aryl)-oxopropanoates based on a CuI-catalyzed domino C-arylation/condensation/aromatization process
Weischedel, Heike,Sudheendran, Kavitha,Mikhael, Alevtina,Conrad, Jürgen,Frey, Wolfgang,Beifuss, Uwe
, p. 3454 - 3467 (2016)
Substrates bearing both a β-ketoester moiety and a (het)aryl halide structure element were dimerized to 1-naphthols and related products in the presence of catalytic amounts of CuI in isopropanol. The reaction starts with an intermolecular C-arylation, which is followed by an intramolecular condensation. The final aromatization delivers the highly substituted products with yields up to 81%.
Systematic asymmetric analog synthesis of fluspidine, a σ1 receptor ligand, to improve ligand affinity
Tanaka, Shinji,Yoshinaka, Sho,Kawamura, Kiyoshi,Morita, Mikio,Kitamura, Masato
supporting information, (2021/11/16)
Fluspidine is a high affinity ligand of the σ1 receptor. To further improve the ligand affinity, fluspidine analogs were systematically synthesized and screened herein. To design the modified ligand analogs, a docking simulation of the protein–ligand complex structure was examined. By using the developed synthetic strategy involving asymmetric catalytic 1,4-reduction of α,β -unsaturated carboxylic esters catalyzed by a chiral cobalt complex, 20 candidates of modified fluspidines were synthesized. The structure–activity relationships showed the development of a hybridized modified fluspidine. In addition, the inhibitory rate could be improved from 45% to 71%. This result demonstrates the importance of the development of a new synthetic method towards improving the ligand performance by providing a series of analogs.
