Abstract

1-(Phenylseleno)-2-(p-toluenesulfonyl)ethyne ( 3) was prepared from p-toluenesulfonyl-ethyne and benzeneselenenyl chloride in the presence of triethylamine. It undergoes sequential conjugate addition and substitution of the selenium moiety with higher order cuprates, and preferential anti-Michael additions with amines, alkoxides, thiolates or selenolates.

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