Author/Authors :
Omar Bayh، نويسنده , , Haçan Awad، نويسنده , , Florence Mongin، نويسنده , , Christophe Hoarau، نويسنده , , François Trécourt، نويسنده , , Guy Queguiner، نويسنده , , Francis Marsais، نويسنده , , Fernando Blanco، نويسنده , , Belén Abarca، نويسنده , , Rafael Ballesteros، نويسنده ,
Abstract :
Thiophene was regioselectively deprotonated at C2 on treatment with 1/3 equiv of Bu3MgLi in THF at room temperature. The lithium arylmagnesate formed was either trapped with electrophiles or cross-coupled in a ‘one-pot’ procedure with aryl halides under palladium catalysis. 2-Chlorothiophene and 2-methoxythiophene were similarly deprotonated at C5 under the same reaction conditions. The enhancement of the reactivity of the base using TMEDA was evidenced using 1H NMR spectroscopy.
Keywords :
Thiophene , Deprotonation , ate complexes , Magnesium