Regioselective (site-selective) functionalization of unsaturated halogenated nitrogen, oxygen and sulfur heterocycles by Pd-catalysed cross-couplings and direct arylation processes.
This tutorial review focuses on several practical synthetic transformations utilising palladium catalysis that facilitate the synthesis of functionalized unsaturated heterocycles in a regioselective (site-selective) manner. Cross-couplings of electron-deficient, electron-neutral and electron-rich unsaturated halogenated heterocycles with various organometallic reagents, and other types of nucleophiles, are detailed. Direct arylation of electron-rich unsaturated heterocyclic compounds by C-H functionalization is also presented.
Fairlamb
Ian J S
IJ
Department of Chemistry, University of York, Heslington, York, UK. ijsf1@york.ac.uk
D002384:Catalysis; D006571:Heterocyclic Compounds / Q000737:chemistry*; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry; D010100:Oxygen / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism; D013455:Sulfur / Q000737:chemistry
D006571:Heterocyclic Compounds; D006846:Hydrocarbons, Halogenated; D010165:Palladium; D013455:Sulfur; D009584:Nitrogen; D010100:Oxygen