A Solution to the 2-Pyridyl Organometallic Cross-Coupling Problem:  Regioselective Catalytic Direct Arylation of Pyridine N-Oxides

• Published in: Journal of the American Chemical Society Vol. 127; no. 51; pp. 18020 - 18021
• Main Authors: Campeau, Louis-Charles, Rousseaux, Sophie, Fagnou, Keith
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 28.12.2005; Amer Chemical Soc
• Subjects: Chemical reactivity; Chemistry; Chemistry, Multidisciplinary; Exact sciences and technology; Organic chemistry; Physical Sciences; Reactivity and mechanisms; Science & Technology; PALLADIUM; ACTIVATION; COMPLEXES; ARYL; EFFICIENT DEOXYGENATION; H BOND FUNCTIONALIZATION; ZINC; Platinoid Compounds; Arylation; Catalytic reaction; Regioselectivity; Nitrogen heterocycle; Catalyst selectivity; Transition metal Compounds; Six membered ring; Nitrone; Experimental study; Catalyst activity; Catalyst

Direct arylation reactions of pyridine N-oxides occur in excellent yield with complete selectivity for the 2-position with a wide range of aryl bromides. This reactivity permits the use of inexpensive, commercially available, and bench-stable pyridine N-oxides as replacements for problematic 2-metal...