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)


 * In order of asking...


 * 1) Changed to "3,4-disubstituted-2,5-hexane diones", after reading source.
 * 2) Comment: The image and text are consistent. That catalytic proton is added and removed in the first step; this is noted below the image.
 * 3) 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.
 * 4) 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)
 * 5) 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.
 * 6) Changed to "...as such... to protect the pyrrole"
 * 7) Someone got there before me.

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