Ruthenium-Catalyzed Oxidative Cyanation of Tertiary Amines with Hydrogen Peroxide and Sodium Cyanide†
Shun-Ichi Murahashi Prof. Dr.
Department of Chemistry, Graduate School of Engineering Science, Osaka University, 1–3 Machikaneyama, Toyonaka, Osaka 560-8531, Japan
Present address: Department of Applied Chemistry, Faculty of Engineering, Okayama University of Science, 1–1 Ridaicho, Okayama, Okayama 700-0005, Japan, Fax: (+81) 86-256-9513
Search for more papers by this authorNaruyoshi Komiya Dr.
Department of Chemistry, Graduate School of Engineering Science, Osaka University, 1–3 Machikaneyama, Toyonaka, Osaka 560-8531, Japan
Search for more papers by this authorHiroyuki Terai
Department of Chemistry, Graduate School of Engineering Science, Osaka University, 1–3 Machikaneyama, Toyonaka, Osaka 560-8531, Japan
Search for more papers by this authorShun-Ichi Murahashi Prof. Dr.
Department of Chemistry, Graduate School of Engineering Science, Osaka University, 1–3 Machikaneyama, Toyonaka, Osaka 560-8531, Japan
Present address: Department of Applied Chemistry, Faculty of Engineering, Okayama University of Science, 1–1 Ridaicho, Okayama, Okayama 700-0005, Japan, Fax: (+81) 86-256-9513
Search for more papers by this authorNaruyoshi Komiya Dr.
Department of Chemistry, Graduate School of Engineering Science, Osaka University, 1–3 Machikaneyama, Toyonaka, Osaka 560-8531, Japan
Search for more papers by this authorHiroyuki Terai
Department of Chemistry, Graduate School of Engineering Science, Osaka University, 1–3 Machikaneyama, Toyonaka, Osaka 560-8531, Japan
Search for more papers by this authorThis work was supported by a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science, and Technology, Japan.
Graphical Abstract
Versatile intermediates for the synthesis of N-aryl-α-amino acids and N,N-disubstituted 1,2-diamines can now be synthesized with high efficiency by the ruthenium-catalyzed oxidative cyanation of tertiary amines. The use of hydrogen peroxide as an oxidant in the presence of NaCN/AcOH or HCN provides the corresponding α-aminonitriles (see reaction).
Supporting Information
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