title: Pd-Catalyzed γ-C(sp3)-H Arylation of Free Amines Using a Transient Directing Group.
abstract: 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.
authors: Department of Chemistry, The Scripps Research Institute , 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
authors: Yongwei
authors: Y
authors: Wu
authors: Department of Chemistry, The Scripps Research Institute , 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
authors: Yan-Qiao
authors: YQ
authors: Chen
authors: Department of Chemistry, The Scripps Research Institute , 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
authors: Tao
authors: T
authors: Liu
authors: Chemical Development, Bristol-Myers Squibb, 1 Squibb Drive, New Brunswick, New Jersey 08903, United States.
authors: Martin D
authors: MD
authors: Eastgate
authors: Jin-Quan
authors: JQ
authors: Yu
mesh_terms: D000478:Alkylation; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*
chemical_list: D000588:Amines; D010165:Palladium