ADDITION DE L'ACIDE THIOCYANIQUE AUX ACETYLENIQUES A L'AIDE DE Hg(II)-I. ADDITION DU GROUPEMENT SCN(1-) EN PRESENCE D'UN ACIDE FORT

Article abstract of DOI:10.1016/S0040-4020(01)96460-9

Mercury(II) thiocyanate Hg(SCN)2 catalyses thiocyanic acid HSCN addition to unactivated acetylenic compounds R¹-C<*>C-R².Bonding of the SCN moiety to carbon occurs through sulphur or nitrogen depending upon the influence of R¹ and R²; vinyl thiocyanates NCS-C(R¹)=CH2 are obtained specifically from terminal acetylenic compounds but some symmetrically disubstituted alkynes may afford vinyl isothiocyanates SCN-C(R¹)=CH-R² ( R¹=R²=Et, n-Bu ).A simple preparation of tetraphenylphosphonium hydrogen dithiocyanate Ph4P(1+)*(1-) is reported.