Talk:Paal–Knorr synthesis
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various problems
editFuran 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...
- 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)