Facile synthesis of N-aryl pyrroles via Cu(II)-mediated cross coupling of electron deficient pyrroles and arylboronic acids.
PMID 11871908 · The Journal of organic chemistry · 2002 · DOI 10.1021/jo016131f
Authors: Shu Yu; James Saenz; Jayaram K Srirangam
Abstract
N-Arylation of electron-deficient pyrroles has been achieved by cross-coupling with arylboronic acids at room temperature in the presence of stoichiometric amounts of copper(II) acetate. The generality of this reaction has been established with variously substituted pyrroles as well as boronic acids. A key intermediate in the synthesis of a matrix metalloprotease inhibitor has been achieved using this methodology.
Biphenyl Compounds; Boronic Acids; Catalysis; Combinatorial Chemistry Techniques; Copper; Drug Evaluation, Preclinical; Enzyme Inhibitors; Furans; Glyoxylates; Magnetic Resonance Spectroscopy; Molecular Structure; Nitriles; Pharmaceutical Preparations; Pyrroles; Structure-Activity Relationship
Cite
Shu Yu; James Saenz; Jayaram K Srirangam. Facile synthesis of N-aryl pyrroles via Cu(II)-mediated cross coupling of electron deficient pyrroles and arylboronic acids. The Journal of organic chemistry (2002). PMID 11871908. DOI 10.1021/jo016131f.