87656-46-0Relevant academic research and scientific papers
Reaction of Olefins with a Mixture of Phenylselenenyl Chloride and Mercury(II) Thiocyanate. Selective Syntheses of β-(Phenylseleno)alkyl Isothiocyanates as Precursors of Vinylic Isothiocyanates
Toshimitsu, Akio,Uemura, Sakae,Okano, Masaya,Watanabe, Nanao
, p. 5246 - 5251 (2007/10/02)
The reaction of olefins with a mixture of phenylselenenyl chloride and mercury(II) thiocyanate in benzene as the solvent affords β-(phenylseleno)alkyl isothiocyanates selectively in good to excellent yields.The mercury salt not only increases the N selectivity in a kinetically controlled reaction but also accelerates the isomerization of β-(phenylseleno)alkyl thiocyanates to the corresponding isothiocyanates.Oxidative elimination of the β-(phenylseleno)alkyl isothiocyanates gives predominantly vinylic isothiocyanates together with a small amount of allylic isothiocyanate s.This sequence constitutes a convenient method for conversion of olefins to vinylic isothiocyanates.
