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

Article abstract of DOI:10.1055/s-1987-27875

The lithium derivatives prepared from diethyl phenylselenomethanephosphonate 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.