The Role of Water in the Catalyst-Free Aldol Reaction of Water-Insoluble N-Methyl-2,4-thiazolidinedione with N-Methylisatin from QM/MM Monte Carlo Simulations was written by Zhao, Jianming;He, Fen;Zhang, Fan;Yang, Xin;Tian, Zhiyue;Xue, Ying. And the article was included in ChemPhysChem in 2017.Category: thiazolidine This article mentions the following:
The role of water in the uncatalyzed aldol reaction of N-methyl-2,4-thiazolidinedione with N-methylisatin is investigated through Monte Carlo statistical mechanics simulations that utilize free energy perturbation theory and the mixed quantum mechanics and mol. mechanics (QM/MM) model with PDDG/PM3 for the QM method in “on-water” and DMSO environments. There are several conceivable orientations between thiazolidinedione and isatin in the process of C-C bond formation. However, the formation of the C-C bond takes place between the re face of isatin and the si face of (E)-enol of the thiazolidinedione to form the preferred anti-type product, which results from enhanced hydrogen-bonding interactions between water mols. and the oxygen atoms undergoing bond breakage and bond formation during the reaction. Novel insights into the effect of water on the aldol reaction are presented herein. In the experiment, the researchers used many compounds, for example, 3-Methylthiazolidine-2,4-dione (cas: 16312-21-3Category: thiazolidine).
3-Methylthiazolidine-2,4-dione (cas: 16312-21-3) belongs to thiazolidine derivatives. Thiazolidine is a heterocyclic compound with five-membered saturated ring with a thioether group and an amine group in 1 and 3 positions of the ring. Thiazolidine-2,4-dione (TZD) is an important derivative of thiazolidine with a sulfur and nitrogen atom in positions 1 and 3, and carbonyl in position 4 of the ring. These derivatives have a wide range of medicinal applications such as antiviral, antimicrobial, anticonvulsant, antiinflammatory, and antimalarial activities.Category: thiazolidine
Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com