Three-Component One-Flask Synthesis of Rhodanines (Thiazolidinones)

摘要

5-(Z)-Alkylidene-2-thioxo-1,3-thiazolidin-4-ones (rhodanine derivatives) were prepared by reaction of in situ-generated dithiocarbamates with recently reported racemic α-chloro-β,γ-alkenoate esters. This multicomponent sequential transformation performed in one reaction flask represents a general route to this medicinally valuable class of sulfuritrogen heterocycles. Using this convergent procedure, we prepared an analog of the drug epalrestat, an aldose reductase inhibitory rhodanine.