Intramolecular Pd (0)-Catalyzed Reactions of (2-Iodoanilino)-aldehydes: A Joint Experimental–Computational Study

…, F Mariani, I Fernández, MA Sierra

Index: Sole, Daniel; Mariani, Francesco; Fernandez, Israel; Sierra, Miguel A. Journal of Organic Chemistry, 2012 , vol. 77, # 22 p. 10272 - 10284

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Citation Number: 18

Abstract

An extensive joint experimental–computational density functional theory (DFT) study has been carried out to gain insight into the factors that control the chemoselectivity (ie, acylation vs α-arylation reaction) of palladium-catalyzed cyclizations of (2-iodoanilino)-aldehydes. To this end, the nature of the tethers joining the aniline nitrogen and the aldehyde moiety, different palladium precatalysts and reaction conditions (base and temperature), as well ...