2010/07/01 by Abdolali Alizadeh, Zohreh Noaparast, Hamideh Sabahno +1 · 1 citation
Chemistry · #Multicomponent Synthesis of Heterocycles #Synthesis and biological activity #Synthesis of heterocyclic compounds
paper · doi:10.1002/hlca.200900402
Abstract Synthesis and characterization of bis[2‐(arylimino)‐1,3‐thiazolidin‐4‐ones] are described. The one‐pot, pseudo‐five‐component reaction of an aliphatic diamine, isothiocyanatobenzene, and dialkyl but‐2‐ynedioate at room temperature in anhydrous CH 2 Cl 2 gives the title compound in relatively high yield. Under the same conditions, aromatic 1,2‐diamines yield 2‐(arylimino)‐ N ‐(enaminoaryl)‐1,3‐thiazolidin‐4‐ones in a pseudo‐four‐component reaction. Their structures were corroborated spectroscopically (IR, 1 H‐ and 13 C‐NMR, and EI‐MS) and by elemental analyses. A plausible mechanism for this type of cyclization is proposed ( Scheme 3 ).