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- Title
Site‐Selective Pd‐Catalyzed C(sp<sup>3</sup>)−H Arylation of Heteroaromatic Ketones.
- Authors
Kudashev, Anton; Baudoin, Olivier
- Abstract
A ligand‐controlled site‐selective C(sp3)−H arylation of heteroaromatic ketones has been developed using Pd catalysis. The reaction occurred selectively at the α‐ or β‐position of the ketone side‐chain. The switch from α‐ to β‐arylation was realized by addition of a pyridone ligand. The α‐arylation process showed broad scope and high site‐ and chemoselectivity, whereas the β‐arylation was more limited. Mechanistic investigations suggested that α‐arylation occurs through C−H activation/oxidative addition/reductive elimination whereas β‐arylation involves desaturation and aryl insertion.
- Subjects
ARYLATION; KETONES; CHEMOSELECTIVITY; OXIDATIVE addition; PYRIDONE
- Publication
Chemistry - A European Journal, 2021, Vol 27, Issue 70, p17688
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202103467