title: Palladium-catalyzed unactivated β-methylene C(sp(3))-H bond alkenylation of aliphatic amides and its application in a sequential C(sp(3))-H/C(sp(2))-H bond alkenylation.
abstract: A palladium(II)-catalyzed β-methylene C(sp(3))-H bond alkenylation of acyclic aliphatic amides with alkenyl halides has been developed. Both (E)-olefins and (Z)-olefins can be readily accessed using this method and a possible (Z)/(E)-olefin isomerization pathway is proposed. A solvent effect-promoted sequential C(sp(3))-H bond alkenylation and C(sp(2))-H bond alkenylation was also studied, and can provide a convenient route to novel diene compounds.
authors.affiliation: MOE Key Laboratory of Protein Sciences, Department of Pharmacology and Pharmaceutical Sciences, School of Medicine, Tsinghua University, Beijing 100084, China. yrao@mail.tsinghua.edu.cn.
authors.forename: Gang
authors.initials: G
authors.lastname: Shan
authors.forename: Guiyi
authors.initials: G
authors.lastname: Huang
authors.forename: Yu
authors.initials: Y
authors.lastname: Rao
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D000577:Amides; D010165:Palladium