An organocatalytic route to 2-heteroarylmethylene decorated N-arylpyrroles

Beilstein J Org Chem. 2013 Jul 24:9:1480-6. doi: 10.3762/bjoc.9.168. eCollection 2013.

Abstract

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.

Keywords: C–H oxidation; N-arylpyrrole; isomerization; organocatalysis.