ApprenticeCook : the problem is now doing the amination, right ?
By two things must be resolved :
- The polyalkylation of the amine, because more alkyl groups it brings, more nucleophile it becomes.
- The use of iodosafrole, if you wanna have decent yield in your amination.
Here are two ideas that can, maybe, helps us :
For the fisrt problem, the use of a large excess of the ammine (ammoniac, methylamine... depending on what you want to do), can minimize the polyalkylation. (References in all good books).
For the second one, maybe, instead of doing a swap in acetone (chlorosafrole --> iodosafrole), we can just use a catalytic amount of an iodide salt, like Rhodium suggest in post 389608, to catalyse the substitution of Cl.
Opinions, or is something wrong with that ?