An efficient Ni(II) laurate promoted heterocyclization of symmetrical thioureas with maleic anhydride and mechanistic approach toward higher substituted thiazolidine-4-one-5-acetic acids

Yıldırım, AyhanÖztürk, Serkan2024-10-032024-10-032022-07-142365-6549https://doi.org/10.1002/slct.202201957https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/slct.202201957https://hdl.handle.net/11452/45725For the first time, readily available Ni(II) laurate catalyzed thia-Michael addition of symmetrical N,N-disubstituted thioureas to maleic anhydride and subsequent cyclization in toluene afforded novel thiazolidine-4-one-5-acetic acids with good yields in a short reaction time. The efficiency and low cost of the renewable, eco-friendly laurate based homogenous Lewis acid catalyst and the fact that cyclization proceeds in a much shorter time means that this synthetic method is interesting from a green chemistry point of view. The catalyst can be reused for many times without any significant loss of activity.eninfo:eu-repo/semantics/closedAccessMichael additionAminesDerivativesThiazolidin-4-onesPolymerizationCyclizationNN-disubstituted thioureaGreen chemistryLewis acid catalystHigher thiazolidinesScience & technologyPhysical sciencesChemistry, multidisciplinaryChemistryAn efficient Ni(II) laurate promoted heterocyclization of symmetrical thioureas with maleic anhydride and mechanistic approach toward higher substituted thiazolidine-4-one-5-acetic acidsArticle00082193720000172610.1002/slct.202201957