title: Palladium-catalyzed insertion of an allene into an aminal: aminomethylamination of allenes by C-N bond activation.
abstract: A new and atom-economic palladium-catalyzed aminomethylamination of allenes with aminals by CN bond activation is described. This direct and operationally simple method provides a fundamentally novel approach for the synthesis of 1,3-diamines. Mechanistic studies suggest that a unique cationic π-allylpalladium complex containing an aminomethyl moiety is generated as a key intermediate through the carbopalladation of the allene with a cyclometalated palladium-alkyl species.
authors.affiliation: College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310024 (China).
authors.forename: Jianhua
authors.initials: J
authors.lastname: Hu
authors.forename: Yinjun
authors.initials: Y
authors.lastname: Xie
authors.forename: Hanmin
authors.initials: H
authors.lastname: Huang
mesh_terms: D000466:Alkadienes / Q000737:chemistry*; D000586:Amination; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D056831:Coordination Complexes / Q000737:chemistry; D008744:Methylamines / Q000378:metabolism; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D005680:gamma-Aminobutyric Acid / Q000737:chemistry
chemical_list: D000466:Alkadienes; D056831:Coordination Complexes; D008744:Methylamines; C025947:propadiene; D005680:gamma-Aminobutyric Acid; D010165:Palladium; D002244:Carbon; C027451:methylamine; D009584:Nitrogen
keywords: CN activation; allenes; aminals; diamines; palladium