One-pot synthesis of functionalized thiazolidine-4-ones from thiosemicarbazone derivatives and activated acetylenes in water as a green solvent

Iranian Journal of Catalysis

مقاله 8، دوره 3، شماره 3، آذر 2013، صفحه 177-181   

نویسندگان

Sayed Ali Ahmadi^* ؛ Dadkhoda Ghazanfari

Department of Chemistry, Faculty of Science, Kerman Branch, Islamic Azad University, Kerman, Iran.

چکیده

Some 2-iminothiazolidin-4-ones have been synthesized by the reaction of dialkyl acetylenedicarboxylates with thiosemicarbazones. The reaction was performed in the presence of 10 mol% of triphenylphosphine and tetrabutylammonium bromide as a phase transfer catalyst in water as a green solvent. All the synthesized compounds were characterized by their physical and spectral data.

کلیدواژه‌ها

Dialkyl acetylenedicarboxylate؛ Thiosemicarbazone؛ Thiazolidine-4-ones؛ Triphenyl phosphine؛ Tetrabutyl ammonium bromide

مراجع

[1] G. H. Elgemeie, S. H. Sayed, Synthesis, 12 (2001) 1747-1771.
[2] V. S. Berseneva, A.V. Tkachev, Morzherin, Yu. Yu, W. Dehaen, I. Luyten, S. Toppet, V. Bakulev, J. Chem. Soc., Perkin Trans І. 15 (1998) 2133-2136.
[3] R. M. Acheson, J. D. Wallis, J. Chem. Soc., Perkin Trans I. 2 (1981) 415.
[4] U. Vogeli, W. Von Philipsborn, K. Nagarajan, M. D. Nair, Helv. Chim. Acta., 61 (1978) 607–617.
[5] G. Giammona, M. Neri, B. Carlisi, A. Pazzo, C. La Rosa, J. Heterocycl. Chem., 28 (1991) 325–327.
[6] A. Ahmadi,  K. Saidi, H. Khabazzadeh, Mol. Divers., 13 (2009), 353-356.
[7] P.T. Anastas, M. M. Kirchhoff, Acc. Chem. Res., 35 (2002) 686-694.
[8] A. Darehkordi, K. Saidi, M. R. Islami, ARKIVOC, i (2007) 180-188.
[9] I. Yavari, M. Adib, L. Hojabri, Tetrahedron, 58 (2002) 6895–6899.