Dual reaction behaviour of an in situ generated nitrilium phosphane ylide complex towards carbon–sulfur π-systems

Abstract

[3 + 2] Cycloaddition of in situ generated nitrilium phosphane ylide complex 4b with phenylisothiocyanate yielded N-piperidino-substituted Δ³-1,3,2-thiazaphospholene complex 5 regioselectively, whereas with benzyl N,N-dimethyl dithiocarbamate ester the thiaphosphirane 9 is obtained; these reactions, a 1,3-dipolar cycloaddition and a transylidation, shed first light on the reactivity of a nitrilium phosphane ylide complex towards different C,S π-systems.