4822-44-0Relevant articles and documents
Kricheldorf et al.
, p. 43,63 (1973)
Bashar et al.
, p. 901 (1967)
Facile synthesis of spiro thiazolidinone via cyclic ketones, amines and thioglycolic acid by MCM-41-Schiff base-CuSO4·5H2O
Hui, Yonghai,Zhang, Yongfei,Luo, Yongyue,Li, Jianpeng,Wang, Yun,Gao, Tianming,Xia, Jialiang,Wang, Sheng,Zhang, Shiqi
, p. 521 - 532 (2020/10/19)
Mesoporous MCM-41-supported Schiff base and CuSO4?5H2O (MCM-41@Schiff base-CuSO4?5H2O) catalyzed one-pot three-component condensation of cyclic ketones, amines and thioglycolic acid in toluene. And a series of corresponding spiro thiazolidinone derivatives were obtained in high yields (up to 97%). The synthesized catalyst was characterized via FT-IR, XRD, SEM, TEM and EDS and can be easily recovered by centrifugation and reused at 10 times without any change in catalytic activity. Moreover, the scale-up experiment also demonstrated the practicability of the catalytic system on the condensation. The possible mechanisms pave the way to investigation on the reactions of other cyclic ketones with thioglycolic acid.
Ambient temperature synthesis of spiro[indoline-3,2′-thiazolidinones] by a DBSA-catalyzed sequential reaction in water
Preetam, Amreeta,Nath, Mahendra
, p. 1502 - 1506 (2016/03/12)
An energy-efficient eco-friendly methodology for the synthesis of a series of pharmacologically important spiro[indoline-3,2′-thiazolidinones] has been developed by the reaction of primary amines with various isatin derivatives and thioglycolic acid in the presence of p-dodecylbenzenesulfonic acid (DBSA) as an efficient Br?nsted acid surfactant combined catalyst in aqueous medium at 25 °C. This synthetic protocol demonstrates several advantages such as operational simplicity, energy-efficiency, good to excellent isolated yields, and the use of a preferred green solvent system for the preparation of desired products.