452332-71-7Relevant academic research and scientific papers
Solution phase synthesis of a spiro[pyrrolidine-2,3'-oxindole] library via a three component 1,3-dipolar cycloaddition reaction
Fokas, Demosthenes,Ryan, William J.,Casebier, David S.,Coffen, David L.
, p. 2235 - 2238 (1998)
A combinatorial library of 26,500 spiro[pyrrolidine,-2,3-oxindoles] was prepared in a single-compound format by a facile intermolecular 1,3-dipolar cycloaddition. An azomethine ylide, generated by the decarboxylative condensation of an isatin 1 with an α-amino acid 2, was trapped by a transchalcone 3 to afford heterocycles of the general structure 4. The regio- and stereochemistry of a representative product was determined by single crystal X-ray structure.
Automated parallel synthesis of chalcone-based screening libraries
Powers, David G.,Casebier, David S.,Fokas, Demosthenes,Ryan, William J.,Troth, Jonah R.,Coffen, David L.
, p. 4085 - 4096 (2007/10/03)
Using a variety of condensation and cyclization reactions, nine combinatorial arrays of individual chalcone derivatives, over 74,000 in all, were produced in 50 μM quantities. The ease with which a broad range of diversity can be fabricated around a single molecular motif using automated parallel solution phase synthesis has been demonstrated.
Polarographic Investigations on α,β-Unsaturated Ketones: 1-(4'-Fluorophenyl)-3-phenyl-2-propenones
Katiyar, Sarvagya S.,Latithambica, M.
, p. 956 - 960 (2007/10/02)
The reduction of various substituted 1-(4'-fluorophenyl)-3-phenyl-2-propenones at the dropping mercury electrode has been examined.In 50percent ethanol-water buffered media fluorochalkones give two well-defined waves in acid media and three waves in neutral and alkaline media.The one-electron electroreduction in the first two steps results in the formation of dihydrochalcone, which subsequently gets further reduced to the secondary alcohol.A large variety of substituents on the benzylidene moiety of 1-(4'-fluorophenyl)-3-phenyl-2-propenone, affect the half-wave potentials according to the relation E1/2 = a + b.Substituents with a positive ? value render the reduction easier and shift the E1/2 to more positive values, whereas groups with negative ? values make the electroreduction more difficult, resulting in more negative E1/2 compared to the parent compound.A comparison of the E1/2 values of o- and p-chloro substituted 1-(4'-fluorophenyl)-3-phenyl-2-propenones shows that o-substituted derivative undergoes reduction at a more positive potential indicating a positive ortho effect for this system.
