Generation of allyl- and benzyllithiums from the corresponding halides by the aid of lithium-tellurium exchange reactions
作者:Takahiro Kanda、Shinzi Kato、Takushi Sugino、Nobuaki Kambe、Noboru Sonoda
DOI:10.1016/0022-328x(94)80107-x
日期:1994.6
products under similar conditions arising from the competing lithium-halogen exchange and/or the displacement of the halogen atom with organolithiums used, but they were converted selectively to benzyllithiums in ether without affecting halogen substituents on the benzene ring. Several allyllithiums including dilithioisobutene were generated from allylic halides in a similar way via allylic tellurides
通过从相应卤化物原位生成的烯丙基和苄基碲化物的锂-碲交换反应,可以制备各种烯丙基和苄基锂。生成的有机锂已成功被亲电子试剂(如醛,酮和三甲基氯硅烷)捕获。在THF中有效地生成在其芳族环上具有烷基,烷氧基,氟,氯或氰基取代基的苄基锂。带有溴或碘取代基的苄基碲化物在相似条件下由于竞争性的锂-卤素交换和/或使用有机锂置换卤素原子而提供了产物混合物,但在不影响卤素取代基的情况下,它们在醚中选择性地转化为苄基锂。在苯环上。经由烯丙基碲化物以类似方式由烯丙基卤化物产生包括二硫代异丁烯在内的几种烯丙基锂。在检查的任何反应中,Wurtz型偶联都可以忽略不计。