Talk:Paal–Knorr synthesis

various problems

Furan Synthesis Mechanism - 3,4-diethyl-2,5-phenyl diones does not make sense. Pyrrole Synthesis Mechanism - a proton must be lost after the amine adds to the protonated carbonyl. Thiophene Synthesis Mechanism - how can treatment of 1,4-dicarbonyls with phosphorus pentoxide reveal anything about how thiophenes are made? 1,4-Diol-2-ynes - the conversion of a 1,4-diol-2-yne to the diketone should be irreversible. Synthetic Applications - typo, there should be an apostrophe in Trosts. This pyrrole was found to be unstable, and (delete such) was treated...to MAKE the protected... Refluxing para-toluene sulfonic acid in benzene was found to deHYDRATE... 69.72.27.19 (talk) 06:32, 30 August 2011 (UTC)[reply]

In order of asking...

Changed to "3,4-disubstituted-2,5-hexane diones", after reading source.
Comment: The image and text are consistent. That catalytic proton is added and removed in the first step; this is noted below the image.
Comment: I'd agree that the sulphurisation of the 1,4 di-CO is skipped over, but that's what wikilinks are for! I'll add a few to point people in the right direction.
Comment: Well, all catalysis is reversible, but in the end, neither scheme would end up in equilibrium. (I'd say entropy effects would be quite important here)
Unchanged: The paper An Asymmetric Synthesis of the Tricyclic Core and a Formal Total Synthesis of Roseophilin via an Enyne Metathesis is published as being authored by Barry M. Trost and George A. Doherty.
Changed to "...as such... to protect the pyrrole"
Someone got there before me.

Remember, you can edit this article any time. Yours, Tomásdearg92 (talk) 06:13, 23 October 2013 (UTC)[reply]