Aminolysis of Aryl Ester Using Tertiary Amine as Amino Donor via C–O and C–N Bond Activations

…, B Zhaorigetu, B Agula, M Baiyin, M Jia

Index: Bao, Yong-Sheng; Zhaorigetu, Bao; Agula, Bao; Baiyin, Menghe; Jia, Meilin Journal of Organic Chemistry, 2014 , vol. 79, # 2 p. 803 - 808

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Citation Number: 24

Abstract

An aminolysis reaction between various aryl esters and inert tertiary amines by C–O and C– N bond activations has been developed for the selective synthesis of a broad scope of tertiary amides under neutral and mild conditions. The mechanism may undergo the two key steps of oxidative addition of acyl C–O bond in parent ester and C–N bond cleavage of tertiary amine via an iminium-type intermediate.