211795-32-3Relevant academic research and scientific papers
Synthesis of novel thiazolidin-4-ones by reaction of malonthioamide derivatives with dimethyl acetylenedicarboxylate
Berseneva, Vera S.,Tkachev, Alexey V.,Morzherin, Yury Yu.,Dehaen, Wim,Luyten, Ingrid,Toppet, Suzanne,Bakulev, Vasiliy A.
, p. 2133 - 2136 (1998)
Novel 2,5-dimethylenethiazolidin-4-one derivatives have been prepared by reaction of malonthioamide derivatives with dimethyl acetylenedicarboxylate. These compounds exist as separate (E,Z)- and (Z,Z)-isomers or as a mixture. The (E,Z)-isomer is formed as the initial product which transforms to the (Z,Z)-isomer under mild conditions. The structures of the obtained compounds have been confirmed by IR and NMR spectroscopy.
E-Z-izomerization of 2-methylenethiazolidin-4-ones
Morzherin,Kosterina,Berseneva,Dehaen,Bakulev
, p. 1292 - 1297 (2007/10/03)
The equilibrium concentrations of E- and Z-isomers of thiazolidin-4-ones containing exocyclic double bonds in positions 2 and 5 of the cycle were determined in DMSO-d6. The influence of the nature of the substituents on the equilibrium position was found. Electron-releasing substituents stabilize the E,Z-configuration and electron-withdrawing substituents stabilize the Z,Z-configuration. The association constants of E- and Z-2-ethoxycarbonylmethylenethiazolidin-4-ones with the sodium cation were determined by 1H NMR spectroscopy.
