Acylation of glycofurano[2,1-d]imidazolidine-2-thiones: A structural revision

Sustainable Synthesis of Thioimidazoles via Carbohydrate-Based Multicomponent Reactions

“…Intriguingly, when subjecting ketoses to the same reaction conditions a very different outcome was observed delivering bicyclic 6-hydroxy­tetrahydro-1 H -furo[2,3- d ]­imidazole-2(5 H )-thiones (Figure , 7a – f ) as major products. It is noteworthy that although the bicyclic framework of compounds 7a – f is precedented in carbohydrate literature, its conventional synthesis typically starts from protected 2-aminosugars and various isothiocyanates representing a more laborious and cost-intensive synthesis than the transformation reported here via a one-step multicomponent route.…”