Do you know what is the regioselective thallation of the 4-position and how to make it ?
I think that a good way could be attack directly DMT in 4 position and then make the acetoxy, in Psychedelic chemistry, Michael Valentine gives a rxn with H2O2 and Cu Sulfate (don't remember exactly) that yields a mixture of different OH DMT, taht can be separated with chromatography, what do you think about it ?
This regioselective thallation seem to be be better.