33787-91-6Relevant academic research and scientific papers
Copper-catalyzed N-aryl-β-enaminonitrile synthesis utilizing isocyanides as the nitrogen source
Kim, Seoksun,Hong, Soon Hyeok
, p. 1004 - 1012 (2015/03/30)
A novel synthetic protocol for N-aryl-β-enaminonitriles, which are useful building blocks for heterocycle synthesis, was developed using isocyanides as the nitrogen source. Using copper-catalyzed one-step reactions between isocyanides and benzyl cyanides under mild conditions, diverse N-aryl-β-enaminonitriles could be synthesized in excellent yields and with high atom-efficiency. N-Alkyl-β-enaminonitriles were also synthesized in good yields. A mechanism involving an imidoyl-copper intermediate was proposed based on mechanistic studies and previous reports. In addition, we demonstrated that a synthesized N-aryl-β-enaminonitrile could be utilized for the synthesis of a β-keto nitrile compound and 3-aminopyrazole.
