Thione S-Imide. Reaction with Heterocumulenes

Article abstract of DOI:10.1246/bcsj.53.2582

9-Fluorenethione S-p-toluenesulfonimide reacted with diphenylketene to give two regioisomeric 1,3-dipolar cycloadducts.The thione S-imide and symmetrical dialkylcarbodiimides produced 3-tosylimino-1,2,4-thiadiazolidines.In the reaction with ketenimines, there occurred siteselective cycloaddition reactions on C=N vs.C=C bonds in the imines and further rearrangement of the 1,2,4-thiadiazolidine adducts.