Assembly of 4-aminoquinolines via palladium catalysis: a mild and convenient alternative to SNAr methodology

BJ Margolis, KA Long, DLT Laird…

Index: Margolis, Brandon J.; Long, Kimberly A.; Laird, Dana L. T.; Ruble, J. Craig; Pulley, Shon R. Journal of Organic Chemistry, 2007 , vol. 72, # 6 p. 2232 - 2235

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Citation Number: 40

Abstract

4-Aminoquinolines, classically prepared via SNAr chemistry from an amine and 4- haloquinoline, are important scaffolds in medicinal chemistry. Interest in these compounds prompted us to explore palladium catalysis as an alternative to the existing methods for their preparation. Initial results followed by an iterative screening paradigm confirmed Pd (OAc) 2/DPEphos/K3PO4 as a mild and convenient alternative for the formation of the CN bond ...