91908-82-6Relevant academic research and scientific papers
Functionalized organolithium compounds of DTBB-catalyzed sulfur-lithium exchange
Foubelo, Francisco,Gutiérrez, Ana,Yus, Miguel
, p. 503 - 514 (2007/10/03)
The successive reaction of β- or γ-hydroxy or amino phenyl thioethers (1,4) with butyllithium and an excess of lithium powder in the presence of a catalytic amount of DTBB in THF at - 78°C leads to the formation of the corresponding β- or γ-functionalized organolithium compounds 2 or 5, respectively, which by treatment with different electrophiles [D2O, t- BuCHO, PhCHO, Me2CO, (CH2)4CO, (CH2)5CO] at temperatures ranging between - 78°C and room temperature yields, after hydrolysis with water, the expected functionalized alcohols or amines 3 or 6, respectively, in a completely regioselective manner.
