Metal-Free Aerobic Oxidative Cyanation of Tertiary Amines: Azobis(isobutyronitrile) (AIBN) as a Sole Cyanide Source

• Published in: Journal of organic chemistry Vol. 82; no. 23; pp. 12786 - 12790
• Main Authors: Liu, Peng-Yu, Zhang, Chao, Zhao, Shi-Chen, Yu, Fang, Li, Fei, He, Yu-Peng
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 01.12.2017; Amer Chemical Soc
• Subjects: additives; chemical reactions; chemical structure; Chemistry; Chemistry, Organic; cyanides; organic chemistry; Physical Sciences; Science & Technology; sodium acetate; tertiary amines; H BOND ACTIVATION; COUPLING REACTIONS; NITRILES; SODIUM-CYANIDE; HYDROGEN-PEROXIDE; AZOBISISOBUTYRONITRILE; COPPER-CATALYZED CYANATION; STRECKER REACTION; HIGHLY EFFICIENT; ALPHA-CYANATION

An aerobic oxidative cyanation for the synthesis of α-aminonitriles was reported. The formation of C­(sp3)-CN bonds was achieved under a metal-free condition by utilizing azobis­(isobutyronitrile) as a sole organic cyanide source with the combination of pivalic acid and sodium acetate as additives....