Tetrahedron

Metallation reactions. XXI. Metallation of alkyl (alkylthio) benzenes by superbases versus organolithium compounds

S Cabiddu, C Fattuoni, C Floris, S Melis, A Serci

文献索引：Cabiddu, Salvatore; Fattuoni, Claudia; Floris, Costantino; Melis, Stefana; Serci, Alessandro Tetrahedron, 1994 , vol. 50, # 20 p. 6037 - 6048

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被引用次数: 8

摘要

The metallation regiochemistry of alkyl (alkylthio) benzenes with butyllithium or with the superbasic mixture of butyllithium with potassium tert-butoxide is described. The reaction pattern depends on the substrate and the reagent. Butyllithium monometallates the thiomethylic carbon of methyl (methylthio) benzenes and bimetallates the thiomethylic and the annular carbon ortho to the thioethereal group. With superbases the metallation ...