Palladium-catalyzed decarboxylative cross-coupling reaction between heteroaromatic carboxylic acids and aryl halides.
A full overview of the decarboxylative cross-coupling reaction between heteroaromatic carboxylic acids and aryl halides is described. This transformation employs palladium catalysts with short reaction times providing facile synthesis of aryl-substituted heteroaromatics. The effect of each reaction parameter including solvent, base, and additive employed as well as the full substrate scope of this transformation are reported. Mechanistic evidence is also disclosed that sheds light on possible reaction pathways.
Bilodeau
François
F
Boehringer Ingelheim (Canada) Ltd. Research and Development, 2100 rue Cunard, Laval (Québec), Canada H7S 2G5. francois.bilodeau@boehringer-ingelheim.com
Brochu
Marie-Christine
MC
Guimond
Nicolas
N
Thesen
Kris H
KH
Forgione
Pat
P
D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D002712:Chlorides / Q000737:chemistry*; D003432:Cross-Linking Reagents / Q000737:chemistry*; D003500:Cyclization; D003653:Decarboxylation; D006571:Heterocyclic Compounds / Q000737:chemistry*; D008872:Microwaves; D008958:Models, Molecular; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism; D013696:Temperature
D002264:Carboxylic Acids; D002712:Chlorides; D003432:Cross-Linking Reagents; D006571:Heterocyclic Compounds; D010165:Palladium