C–N bond formation by the oxidative alkylamination of azines: Comparison of AgPy2MnO4 versus KMnO4 as oxidant

AV Gulevskaya, BUW Maes, C Meyers…

Index: Gulevskaya, Anna V.; Maes, Bert U. W.; Meyers, Caroline; Herrebout, Wouter A.; Van Der Veken, Benjamin J. European Journal of Organic Chemistry, 2006 , # 23 p. 5305 - 5314

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Citation Number: 16

Abstract

Abstract Reports on the successful oxidative alkylamination of azines by the SN H-reaction, with the use of alkylamines other than methylamine, are very scarce. Hitherto, the experimental limitation to extend oxidative amination of azines with NH 3/KMnO 4 to oxidative alkylamination is solely ascribed to the low solubility of KMnO 4 in alkylamines and the increased sensitivity of alkylamines towards oxidation in comparison with ammonia. ...