Reactivity of 2-Thiohydantoins Towards Various Electrophilic Reagents: Applications to the Synthesis of New 2-Ylidene-35-dihydro-4H-imidazol-4-ones

摘要

A new route to 5-(imidazolidin-2-ylidene)-2-methylsulfanyl-3,5-dihydro-imidazol-4-ones >4a-c using ketene dithioacetal intermediates >3a-c is described. The reactivity of thiohydantoin derivatives >2a-c towards N,N-dimethylformamide diethylacetal (DMF-DEA) was also explored using solvent-free technique under microwave irradiation (μω). The ¹H- and ¹³C-NMR spectra of some representative products are discussed.