title: Radical aminomethylation of imines.
abstract: Taking advantage of the high level of performance of N-alkoxycarbonyl-imines, we achieved the first example of addition of the aminomethyl radical to imine. The reaction efficiency depended on the structure of the radical precursor, whether it is an iodide or a xanthate, and an electron-withdrawing group on the nitrogen atom of the radical. This reaction allows direct introduction of an N-substituted aminomethyl group onto imine to provide 1,2-diamine as well as the short-step synthesis of ICI-199,441.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyoto University , Yoshida, Sakyo-ku, Kyoto 606-8501, Japan.
authors.forename: Shintaro
authors.initials: S
authors.lastname: Fujii
authors.forename: Takehito
authors.initials: T
authors.lastname: Konishi
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Matsumoto
authors.forename: Yousuke
authors.initials: Y
authors.lastname: Yamaoka
authors.forename: Kiyosei
authors.initials: K
authors.lastname: Takasu
authors.forename: Ken-Ichi
authors.initials: K
authors.lastname: Yamada
mesh_terms: D003959:Diamines / Q000138:chemical synthesis* / Q000737:chemistry; D005021:Ethylamines / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D008745:Methylation; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D003959:Diamines; D005021:Ethylamines; D007097:Imines