α-Chlorination and Carbonylolefination: Synthesis of Phenyl 1-Chloro-1-alken-1-yl Selenides (Chlorovinyl Phenyl Selenides)

Abstract
The lithium derivatives prepared from diethyl phenylselenomethane-phosphonate with n-butyllithium at low temperature react with carbon tetrachloride to give the corresponding α-chlorinated phosphonate and trichloromethyllithium. The latter deprotonates the α-chlorinated phosphonate in situ to give a new lithio derivative which reacts with carbonyl compounds. These different steps take place in one pot and lead to chlorovinyl phenyl selenides, a novel class of selenocompounds.

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