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Merck

Aerobic ruthenium-catalyzed oxidative cyanation of tertiary amines with sodium cyanide.

Journal of the American Chemical Society (2003-12-11)
Shun-Ichi Murahashi, Naruyoshi Komiya, Hiroyuki Terai, Takahiro Nakae
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RuCl3-catalyzed oxidative cyanation of tertiary amines with sodium cyanide under molecular oxygen (1 atm) at 60 degrees C gives the corresponding alpha-aminonitriles, which are versatile synthetic intermediates of various compounds such as amino acids and unsymmetrical 1,2-diamines, in excellent yields. This reaction is clean and should be an environmentally benign and useful process.

MATERIALS
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Sigma-Aldrich
Sodium cyanide, ACS reagent, ≥95.0%