Synlett

A Facile Route to Aryl Amines: Nucleophilic Substitution of Aryl Triflates

L Schio, G Lemoine, M Klich

Index: Schio, Laurent; Lemoine, Guy; Klich, Michel Synlett, 1999 , # 10 p. 1559 - 1562

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Citation Number: 10

Abstract

Abstract: The aromatic nucleophilic substitution (SNAr) between aryl triflates and secondary amines has been studied. In the absence of solvent, the reaction proceeds at room temperature for nitro and cyano activated aryl triflates and requires higher temperatures in the case of carboxy activation. Variable triflate reactivity could be explained in terms of frontier molecular orbital theory. This methodology has been applied for the synthesis of ...