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Communication

Aerobic Ruthenium-Catalyzed Oxidative Cyanation of Tertiary Amines with Sodium Cyanide

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Shun-Ichi Murahashi,*^†^‡ Naruyoshi Komiya,^† Hiroyuki Terai,^† and Takahiro Nakae^†

Department of Chemistry, Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka, Osaka 560-8531, Japan, and Department of Applied Chemistry, Faculty of Engineering, Okayama University of Science, 1-1 Ridaicho, Okayama, Okayama 700-0005, Japan

J. Am. Chem. Soc., 2003, 125 (50), pp 15312–15313

DOI: 10.1021/ja0390303

Publication Date (Web): November 20, 2003

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

†

Osaka University.

‡

Okayama University of Science.

, murahashi@high.ous.ac.jp

Abstract

RuCl₃-catalyzed oxidative cyanation of tertiary amines with sodium cyanide under molecular oxygen (1 atm) at 60 °C gives the corresponding α-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.

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Published In Issue December 17, 2003
Received October 13, 2003

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Communication

Aerobic Ruthenium-Catalyzed Oxidative Cyanation of Tertiary Amines with Sodium Cyanide