One doesn't have to think hard if one had a look at the 'P2Pol from acetaldehyd' thread to come to the following thought:

Tryptamine or Tryptophan --> Indole-3-AcH

Indole-3-AcH   NH3 --> Indole-3-AcH-imine

Indole-3-AcH-imine -MeMgI-> AMT or -EtMgI-> AET

for 5-MeO-AMT one obviously has to start with 5-MeO-I3ACH.

So what do you think, could this work ??
/jesus

I believe the easiest way would be to formylate the indole to the indole-3-aldehyde, and then react it with nitroethane/nitropropane to get the nitroalkene, then reduce it with LAH or similar.

http://rhodium.lycaeum.org

Not everyone has easy access to Indole, POCl3, NMF, EtNO2/PrNO2 and LAH.

But would it still work even if it's not your favorite route ?

--psyloxy--

The indoleacetaldehyde is very polymerization-prone, and I believe the imine would be too.

http://rhodium.lycaeum.org