Efficient “on water” green route heterocyclization of thiosemicarbazones with DMAD

GRAPHICAL ABSTRACT

ABSTRACT

A simple, efficient, and eco-friendly procedure for the synthesis of thiazolidin-4-one derivatives in water from cyclocondensation reaction of thiosemicarbazone derivatives and dimethylacetylene dicarboxylate (DMAD) in good yield is reported. The regiochemistry of the cyclized products is established by elemental analysis, IR, NMR, and mass spectral data. A single crystal X-ray diffraction study of a representative compound, 3f, is reported.

KEYWORDS:

• Thiazolidin-4-one
• thiosemicarbazone
• DMAD
• X-ray diffraction
• eco-friendly

Acknowledgments

The facilities provided by authorities of Sant Longowal Institute of Engineering and Technology, Longowal are gratefully acknowledged.