Electra - 18-3-2014 at 16:38
I was able to find a few various catalyst online but prices are simply ridiculous. What sort of creative oxidation procedures would you personally
consider for such a transformation? It doesn't seem to be one that can be overdone too incredibly much.
Methyl.Magic - 18-3-2014 at 16:49
maybe DMDO or oxone can do the job or some peracid but I think the only strong enough would be trifluoroperacetic acid.
IIRC nitric acid can do the job too,
Otherwise you can oxidise oxime instead of amines.
KMnO4 works also for certain amines but i dont remember which ones.
morsagh - 19-3-2014 at 11:58
chromates in acid are very good to this, you should try it.
Dr.Bob - 19-3-2014 at 12:55
This depends on what your substrate is, aromatic nitros are different than aliphatic ones. For aromatics, it is easy to go nitro to amine, much less
common to go the other way, but here is a link to an article here:
www.sciencemadness.org/talk/files.php?pid=143874&aid=692...
I would guess that making the N-oxide might be another product and/or intermediate in the process.
Oxidiations of amines are tough, as there are a number of possible products, with a nitro being one of the highest oxidiation states, but N-oxides,
imines, nitrosos, and many other compounds can be formed.
Don't know if it is possible to do a Sandmeyer type reaction with CuNO2 to get back to the nitro, but that would be an interestig trick.
Metacelsus - 19-3-2014 at 13:01
He's asking for a catalyst, not a stoichiometric reagent.
Wait . . . are you asking for a catalyst, or just a procedure?