title: Copper-catalyzed three- five- or seven-component coupling reactions: the selective synthesis of cyanomethylamines, N,N-bis(cyanomethyl)amines and N,N'-bis(cyanomethyl)methylenediamines based on a Strecker-type synthesis.
abstract: We have demonstrated that a cooperative catalytic system comprised of CuCl and Cu(OTf)(2) could be used to effectively catalyse the three-, five- and seven-component coupling reactions of aliphatic or aromatic amines, formaldehyde, and trimethylsilyl cyanide (TMSCN), and selectively produce in good yields the corresponding cyanomethylamines, N,N-bis(cyanomethyl)amines and N,N'-bis(cyanomethyl)methylenediamines.
authors.affiliation: Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510, Japan. sakachem@rs.noda.tus.ac.jp.
authors.forename: Norio
authors.initials: N
authors.lastname: Sakai
authors.forename: Nobuaki
authors.initials: N
authors.lastname: Takahashi
authors.forename: Daiki
authors.initials: D
authors.lastname: Inoda
authors.forename: Reiko
authors.initials: R
authors.lastname: Ikeda
authors.forename: Takeo
authors.initials: T
authors.lastname: Konakahara
mesh_terms: D000097:Acetonitriles / Q000138:chemical synthesis*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D005557:Formaldehyde / Q000737:chemistry; D008744:Methylamines / Q000138:chemical synthesis*; D008956:Models, Chemical; D009942:Organometallic Compounds / Q000737:chemistry*; D011108:Polymers / Q000737:chemistry
chemical_list: D000097:Acetonitriles; D008744:Methylamines; D009942:Organometallic Compounds; D011108:Polymers; C464593:copper(II) trifluoromethanesulfonate; D005557:Formaldehyde; D003300:Copper; C029892:cupric chloride; C003043:paraform