Biochemically important reactions of 2-furylethylenes. Characterization of the reactivity towards thiols

Abstract

Reactions of 1-(5-R1-2-furyl)-2-R2,R3-ethylenes with thiols were investigated in aqueous solutions at pseudomonomolecular conditions and 25 °C. The obtained kinetic dependences made it possible to calculate the second order rate constants (1 mol-1 s-1). The reactivity of the studied 2-furylethylenes increases with the increasing electron-accepting effect of substituents varying both in position 5 of the furan and 2 of the exocyclic double bond. The reactivity of thiols towards 2-furylethylenes was found to raise with their increasing basicity.