Reaction of olefins with a mixture of phenylselenenyl chloride and mercury (II) thiocyanate. Selective syntheses of. beta.-(phenylseleno) alkyl isothiocyanates as …

A Toshimitsu, S Uemura, M Okano…

Index: Toshimitsu, Akio; Uemura, Sakae; Okano, Masaya; Watanabe, Nanao Journal of Organic Chemistry, 1983 , vol. 48, # 26 p. 5246 - 5251

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Citation Number: 18

Abstract

The reaction of olefins with a mixture of phenylselenenyl chloride and mercury (I1) thiocyanate in benzene as the solvent affords@-(phenylse1eno) 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@-(phenylseleno) alkyl thiocyanates to the corresponding isothiocyanates. Oxidative elimination of the (3-( ...

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