Article ID Journal Published Year Pages File Type
5221409 Tetrahedron 2010 8 Pages PDF
Abstract

The chemo- and regioselectivity of the reduction, oxidation and Wittig reaction of polyfunctional pyrroles, containing a variety of reactive centres was investigated. The reaction of 3,5-dichloropyrrole-2,4-dicarboxaldehydes with potassium permanganate leads to regioselective oxidation of the 2-formyl group, while the Wittig reaction with 1 equiv of a triphenylphosphorane produced the 2-alkenyl substituted pyrroles.

Graphical abstractThe chemo- and regioselectivity of the reactions of polyfunctional pyrroles, containing a variety of reactive centres is described. Regioselective reduction, oxidation or Wittig reactions give a range of pyrroles suitable for further synthetic transformations.Figure optionsDownload full-size imageDownload as PowerPoint slide

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry