Hi,
I had the following exercise to do (the b), I did it logically considering the reagents and formula given, but I have no god damn Idea how the hell
one equivalent of buli would remove both Br and allow the reagent to make a diels-Alder reaction with the reagent in 2). Is anyone able to explain
that / can tell me that i'm wrong and what should happen?
[Edited on 21-10-2015 by alexleyenda]
Metacelsus - 21-10-2015 at 05:06
It looks to be forming a reactive benzyne intermediate.CuReUS - 22-10-2015 at 00:57
but I have no god damn Idea how the hell one equivalent of buli would remove both Br and allow the reagent to make a diels-Alder reaction with the
reagent in 2). Is anyone able to explain that / can tell me that i'm wrong and what should happen?
One equivalent of BuLi will lithiate the arene and generate BuBr as byproduct. Then eliminate LiBr to form the benzyne which is trapped by the diene.alexleyenda - 22-10-2015 at 10:11
Oh I see, that is really an unusual reaction, thank you UC !