α-Chlorination and Carbonylolefination: Synthesis of Phenyl 1-Chloro-1-alken-1-yl Selenides (Chlorovinyl Phenyl Selenides)
作者:P. Coutrot、C. Grison、M. Youssefi-Tabrizi
DOI:10.1055/s-1987-27875
日期:——
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.
由苯基硒甲烷膦酸二乙酯与正丁基锂在低温下制备的锂衍生物与四氯化碳反应,生成相应的δ-氯化膦酸盐和三氯甲基锂。后者在原位对 δ±-氯化膦酸盐进行去质子化,生成一种新的硫代锂衍生物,并与羰基化合物发生反应。这些不同的步骤在同一锅中进行,最终得到氯乙烯基苯基硒化物,这是一类新型的硒化合物。