In multicomponent reactions (MCRs), three or more reactants combine in a sequential manner to produce a product in a highly selective fashion that retains the majority of the atoms of the starting materials. In an MCR, a product is assembled according to a cascade of elementary chemical reactions. Thus, there is a network of reaction equilibria, which all eventually flow into an irreversible step yielding the final product. Such processes have great importance in organic as well as medicinal chemistry and constitute a challenge from academic and industrial view-points. In general, the effectiveness of a cascade reaction is evaluated in terms of the number of bonds formed in the conversion, the degree of increase in the structural novelty as well as its applicability to broader chemical synthesis. Accordingly, one-pot multicomponent synthesis of targeted pharmacophore <i>via</i> green route is a challenge in present era to the synthetic as well as medicinal chemists. On the other hand, thiazolidinone core is found in several pharmaceuticals with a wide range of medicinal activities that include, but are not limited to, antibacterial, anti-HIV, anti-inflammatory, anti-protozoal, anti-fungal, antioxidant, antihyperglycemic, anticonvulsant, antihypertensive, antihepatitis, as well as anticancer. As a part of our ongoing research targeting to the synthesis of novel heterocyclic pharmacophores, we have developed an efficient green route for the synthesis of thiazolidin-4-ones by the reaction of diversely substituted aldehydes, amines and thioglycolic acid. The characteristic features of the present methodology include high atom economy, cost and time effectiveness, elimination of using hazardous catalyst/solvent/support, removal/reduction of chemical wastes that generate during the process and excellent yield of the target compounds.

Fast and green one-pot multicomponent synthesis of substituted thiazolidin-4-ones

252nd National Meeting (2016)

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