THIOCYANATOMERCURATION DES ACETYLENIQUES. SYNTHESE DE DERIVES β-(ISO)THIOCYANATOALCENYL MERCURIQUES, d'α-HALO β-THIOCYANATO ALCENES ET DE THIOCYANATO-1 ALCINES-1

Article abstract of DOI:10.1016/0022-328X(85)80085-1

In the presence of (SCN)^- mercuric chloride HgCl2 adds to acetylenic compounds R¹C<*>CR² affording in most cases α-chloromercuri-β-thiocyanatoalkenes R¹C(SCN)=C(R²)HgCl and if R¹ = R² = Et or n-Bu isothiocyanates R¹C(NCS)=C(R²)HgCl.The action of halogenes or thiocyanogen (SCN)₂ on organomercuric compounds affords α-halo-β-thiocyanatoalkenes.Most of the reported reactions are regio- and stereo-specific, in particular both RC(SNC)=CHBr and RCBr=CHSCN may be regiospecifically obtained from 1-alkenes RC<*>CH.The synthesis of 1-thiocyanato-1-alkynes is also reported.