Selective C-4 Alkylation of Pyridine by Nickel/Lewis Acid Catalysis
Journal of the American Chemical Society2010Vol. 132(39), pp. 13666–13668
Citations Over TimeTop 1% of 2010 papers
Abstract
Direct C-4-selective addition of pyridine across alkenes and alkynes is achieved for the first time by nickel/Lewis acid cooperative catalysis with an N-heterocyclic carbene ligand. A variety of substituents on both alkenes and pyridine are tolerated to give linear 4-alkylpyridines in modest to good yields. The addition across styrene, on the other hand, gives branched 4-alkylpyridines. A single example of C-4-selective alkenylation is also described.
Related Papers
- → Carbocations as Lewis Acid Catalysts in Diels–Alder and Michael Addition Reactions(2013)82 cited
- → Lewis-acid catalyzed formation of dihydropyrans(2011)28 cited
- → A Novel Homogeneous Lewis Acid Catalyst: Bistriflatedibenzotetramethyltetraazaannulenezirconium(IV) in a Cationic Form(1994)17 cited
- → Water‐compatible Chiral Lewis Acids(2017)13 cited
- → Boron Lewis Acids(2009)