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Molecules 2013, 18(10), 12488-12499; doi:10.3390/molecules181012488
Article

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

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Received: 28 August 2013; in revised form: 27 September 2013 / Accepted: 27 September 2013 / Published: 10 October 2013
(This article belongs to the Section Organic Synthesis)
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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.
Keywords: multi-component coupling; Strecker-type reaction; nitriles; copper multi-component coupling; Strecker-type reaction; nitriles; copper
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Sakai, N.; Takahashi, N.; Inoda, D.; Ikeda, R.; Konakahara, T. 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. Molecules 2013, 18, 12488-12499.

AMA Style

Sakai N, Takahashi N, Inoda D, Ikeda R, Konakahara T. 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. Molecules. 2013; 18(10):12488-12499.

Chicago/Turabian Style

Sakai, Norio; Takahashi, Nobuaki; Inoda, Daiki; Ikeda, Reiko; Konakahara, Takeo. 2013. "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." Molecules 18, no. 10: 12488-12499.


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