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A gold(I)-catalysed approach towards harmalidine an elusive alkaloid from Peganum harmala Options
 
murklan
#1 Posted : 11/8/2022 10:37:25 AM
Getting closer to alchemy?

A gold(I)-catalysed approach towards harmalidine an elusive alkaloid from Peganum harmala

But the process seems really complicated and I don't even know if the molecules are in any way psychoactive. Just didn't know gold was used in catalyzing.
 
downwardsfromzero
ModeratorChemical expert
#2 Posted : 11/8/2022 9:54:20 PM
Interesting, but neither accessible nor relevant to the average harmala enthusiast!

The gold has phosphine ligands, the starting material is an alkynyl azetidine, and it's not clear what the harmalidine would be useful for.
Quote:
Gold-catalysed rearrangement: from N-3-methoxyphenyl alk-1-ynyldimethylazetidine C to pyrrolo[1,2-a]indole B

With these azetidines in hand, the gold-catalysed rearrangement was studied. Under our precedent optimized conditions,16 the expected 2,3-dihydropyrrolo[1,2-a]indoles were readily obtained but in modest yields due to some degradation. A brief condition screening revealed that 2-biphenyldicyclohexylphosphino-gold(I) hexafluoroantimonate was still the best catalyst but 1,2-dichloroethane (DCE) turned out to be better as solvent, while refluxing minimized degradation due to short reaction times.


Condensation of an alkyne with a substituted aniline is a common strategy in indole synthesis.




“There is a way of manipulating matter and energy so as to produce what modern scientists call 'a field of force'. The field acts on the observer and puts him in a privileged position vis-à-vis the universe. From this position he has access to the realities which are ordinarily hidden from us by time and space, matter and energy. This is what we call the Great Work."
― Jacques Bergier, quoting Fulcanelli
 
murklan
#3 Posted : 11/8/2022 11:48:32 PM
I don't understand any of it, but the field of chemistry is certainly interesting. And with a language for all those processes.

I've seen somewhere how the amount of man-made chemicals has increased enormously the last 120 years. That is magic, for good and bad I think.
 
downwardsfromzero
ModeratorChemical expert
#4 Posted : 11/9/2022 7:03:20 PM
If it's alchemy you want, stuff like Wilkinson's catalyst and its palladium and iridium analogues are also verging on magical.




“There is a way of manipulating matter and energy so as to produce what modern scientists call 'a field of force'. The field acts on the observer and puts him in a privileged position vis-à-vis the universe. From this position he has access to the realities which are ordinarily hidden from us by time and space, matter and energy. This is what we call the Great Work."
― Jacques Bergier, quoting Fulcanelli
 
 
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