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====Piloty–Robinsonovska sinteza pirola====
Polazni materiali u Piloty–Robinsonovoj sintezi pirola, imenovanoj prema [[Gertrude Maud Robinson|Gertrudi]] i [[Robert Robinson|Robertu Robinsonu]] i [[Oskar Piloty|Oskaru Pilotyju]], su dva ekvivalenta [[aldehid]]a i [[hidrazin]]a.<ref>{{cite journal | author= Oskar Piloty|last=Piloty |first=Oskar | journal = Berichte der deutschen chemischen Gesellschaft | year = 1910 | volume = 43 | issue = 1 | pages = 489-498 | doi = 10.1002/cber.19100430182 | title = Synthese von Pyrrolderivaten: Pyrrole aus Succinylobernsteinsäureester, Pyrrole aus Azinen | trans_title = Synthesis of pyrrole derivatives: pyrrole from diethyl succinyl succinate, pyrrole from azines | url = https://babel.hathitrust.org/cgi/pt?id=uc1.b3481273;view=1up;seq=499}}</ref><ref>{{cite journal | journal = J. Chem. Soc. | year = 1918 | volume = 113 | pages = 639| doi = 10.1039/CT9181300639 | title = LIV.—A new synthesis of tetraphenylpyrrole | last = Robinson|first= Gertrude Maud | last2 = Robinson | first2 = Robert}}</ref> Proizvod je pirol sa supstituentima na položajima 3 i 4. Aldehid reagira sa diaminom za međuproizvod di - [[imin]] (R-C=N-N=C-R). U drugom koraku, između njih odvija se [3,3] - [[sigmatropno preuređenje]]. Dodavanje [[sona kiselina|HCl]] dovodi do zatvaranja prstena i gubitka [[amonijak]]a, kada se formira pirol. Ovaj [[Gertrude Maud Robinson # Piloty-Robinson Pyrrole Sinteza | mehanizam]] razvili su Robinsonovi.
 
U jednoj modifikaciji, [[propionaldehid]] se tretira prvo [[hidrazin]]om, a zatim [[benzoil-hlorid]]om, na visokim temperaturama i uz pomoć [[mikrotalasna hemija | mikrotalasnog zračenja]]:<ref name=milgram>{{cite journal | title = Microwave-Assisted Piloty–Robinson Synthesis of 3,4-Disubstituted Pyrroles |first1=Benjamin C.|last1= Milgram |first2=Katrine|last2= Eskildsen |first3=Steven M.|last3= Richter |first4=W. Robert |last4=Scheidt |first5=Karl A. |last5=Scheidt | journal = [[J. Org. Chem.]] | year = 2007 | volume = 72 | issue = 10 | pages = 3941–3944 | format = Note | doi = 10.1021/jo070389+| pmid = 17432915 | pmc = 1939979}}</ref>
 
[[Datoteka:Piloty-Robinson reaction.png|center|400px|Piloty–Robinsonova reakcija<ref name=milgram/>]]
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