63359-64-8Relevant articles and documents
Metallation reactions. XXXVI. A study on the metallation of (methylthio)- and (methylsulfonyl)thiophenes
Fattuoni, Claudia,Usai, Michele,Cabiddu, Maria G.,Cadoni, Enzo,De Montis, Stefania,Sotgiu, Francesca,Cabiddu, Salvatore
, p. 609 - 615 (2007)
Methylthio- and methylsulfonyl thiophenes were polymetallated by n-buthyllithium and superbase (LICKOR) in one-step. 2-(Methylthio)thiophene was bimetallated in 5 and in alpha to the methylthio sulfur atom by superbase. 3-(Methylthio)thiophene was bimetallated in both 2 and 5 positions by the organolithium and trimetallated in these two positions and in alpha to the thioethereal sulfur atom by superbase. 3-(Methylsulfonyl)thiophene was bimetallated in 2 and in alpha to the sulfonyl sulfur atom by the organolithium while the 2-(methylsulfonyl)thiophene underwent degradation in the same conditions.