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Potassium Thiocyanate as Source of Cyanide for the Oxidative α-Cyanation of Tertiary Amines

Alexander Wagner and Armin R. Ofial*

*Department Chemie der Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13 (Haus F), 81377 München, Germany, Email: ofiallmu.de

A. Wagner, A. R. Ofial, J. Org. Chem., 2015, 80, 2848-2854.

DOI: 10.1021/jo502846c


Abstract

S-oxidation of potassium thiocyanate releases cyanide units that can be trapped in the presence of co-oxidized tertiary amines to form α-amino nitriles. These cyanations work in aqueous solutions without catalyst and without toxic byproducts.

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Key Words

α-Aminonitriles, TBHP


ID: J42-Y2015