Pd-Catalyzed γ‑C(sp³)–H Arylation of Free Amines Using a Transient Directing Group

Pd­(II)-catalyzed γ-C­(sp³)–H arylation of primary amines is realized by using 2-hydroxy­nicotinaldehyde as a catalytic transient directing group. Importantly, the catalyst and the directing group loading can be lowered to 2% and 4% respectively, thus demonstrating high efficiency of this newly designed transient directing group. Heterocyclic aryl iodides are also compatible with this reaction. Furthermore, swift synthesis of 1,2,3,4-tetrahydro­naphthyridine derivatives is accomplished using this reaction

Pd-Catalyzed α‑Selective C–H Functionalization of Olefins: En Route to 4‑Imino-β-Lactams

Pd-catalyzed α-olefinic C–H activation of simple α,β-unsaturated olefins has been developed. 4-imino-β-lactam derivatives were readily synthesized via activation of α-olefinic C–H bonds with excellent <i>cis</i> stereoselectivity. A wide range of heterocycles at the β-position are compatible with this reaction. The product of 4-imino-β-lactam derivatives can be readily converted to 2-aminoquinoline which exists extensively in pharmaceutical drugs and natural products