A concise and regioselective preparation of 2-heteroarylmethylene decorated N-arylpyrroles is described through a metal-free Mannich/Wittig/hydroamination sequence followed by isomerization of the N-arylpyrrolidine adducts. Furthermore, the C-H regioselective oxidation of these substrates is demonstrated, extending the molecular diversity and versatility of these scaffolds.
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| http://dx.doi.org/10.3762/bjoc.9.168 | DOI Listing |
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An organocatalytic route to 2-heteroarylmethylene decorated N-arylpyrroles.
Beilstein J Org Chem
August 2013
Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN, Université de Caen, CNRS ; Laboratoire des Fonctions Azotées et Oxygénées Complexes de l'IRCOF, CNRS UMR 6014 & FR 3038, Université et INSA de Rouen, Mont Saint-Aignan, France.
A concise and regioselective preparation of 2-heteroarylmethylene decorated N-arylpyrroles is described through a metal-free Mannich/Wittig/hydroamination sequence followed by isomerization of the N-arylpyrrolidine adducts. Furthermore, the C-H regioselective oxidation of these substrates is demonstrated, extending the molecular diversity and versatility of these scaffolds.
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