Synthesis of Thiaphosphetane,Thiadiphosphetane and Thiazadiphosphetidine Derivatives from the Reaction of Phosphacumulenes,Phosphallene and Phosphinimine with Lawesson's Reagent

摘要

THE ACTIVE phosphacumulene ylides namely,N-phenylimino-(2),2-oxo-(4)or 2-thioxo-vinylidenetriphenylphosphorane(6)are nucleophilic reagents which can be considered as versatile synthons for the synthesis of new heterocycles.They react with Lawesson's reagent(1)"to give the corresponding thiaphosphetane derivatives 3,5 and 7 respectively,which constitute an important class of heterocyclic compounds with medicinal and biological importance.On the other hand,Lawesson's reagent(1)can be converted by reaction with the active heteroallylic phosphonium ylide,hexaphenylcarbodiphosphorane(8),into the thiadiphosphetane 9.When the phosphinimine 10 reacts with Lawesson's reagent(1),the thiazadiphosphetidine 11 was obtained.