Ruthenium-Catalyzed Oxidative Cyanation of Tertiary Amines with Molecular Oxygen or Hydrogen Peroxide and Sodium Cyanide: sp3 C− H Bond Activation and …
SI Murahashi, T Nakae, H Terai…
Index: Murahashi, Shun-Ichi; Nakae, Takahiro; Terai, Hiroyuki; Komiya, Naruyoshi Journal of the American Chemical Society, 2008 , vol. 130, # 33 p. 11005 - 11012
Full Text: HTML
Citation Number: 246
Abstract
Ruthenium-catalyzed oxidative cyanation of tertiary amines with molecular oxygen in the presence of sodium cyanide and acetic acid gives the corresponding α-aminonitriles, which are highly useful intermediates for organic synthesis. The reaction is the first demonstration of direct sp3 C− H bond activation α to nitrogen followed by carbon− carbon bond formation under aerobic oxidation conditions. The catalytic oxidation seems to proceed by (i) α-C− H ...
Related Articles:
Aerobic ruthenium-catalyzed oxidative cyanation of tertiary amines with sodium cyanide
[Murahashi, Shun-Ichi; Komiya, Naruyoshi; Terai, Hiroyuki; Nakae, Takahiro Journal of the American Chemical Society, 2003 , vol. 125, # 50 p. 15312 - 15313]
[Wimalasena, Kandatege; May, Sheldon W. Journal of the American Chemical Society, 1987 , vol. 109, # 13 p. 4036 - 4046]
[Poindexter, Graham S.; Owens, Donald A.; Dolan, Peter L.; Woo, Edmund Journal of Organic Chemistry, 1992 , vol. 57, # 23 p. 6257 - 6265]
[Lewis, Frederick D.; Burch, Erick L. Journal of Physical Chemistry, 1996 , vol. 100, # 10 p. 4055 - 4063]
[Wimalasena, Kandatege; May, Sheldon W. Journal of the American Chemical Society, 1987 , vol. 109, # 13 p. 4036 - 4046]