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Palladium-Catalyzed Regioselective Benzylation–Annulation of Pyridine N-Oxides with Toluene Derivatives via Multiple C–H Bond Activations: Benzylation versus Arylation

Author:
Kianmehr, Ebrahim, Faghih, Nasser, Khan, Khalid Mohammed
Source:
Organic letters 2015 v.17 no.3 pp. 414-417
ISSN:
1523-7052
Subject:
arylation, benzylation, catalytic activity, chemical bonding, chemical structure, palladium, pyridines, regioselectivity, toluene
Abstract:
A palladium-catalyzed cross-dehydrogenative coupling (CDC) reaction of pyridine N-oxides with toluenes has been developed that operates under mild conditions. 2-Benzylpyridines can be obtained directly by this method via a CDC reaction between unactivated toluenes and pyridine N-oxides. In addition, azafluorene N-oxides, of value for future medicinal chemistry applications, can be obtained successfully by this procedure via four tandem C–H bond activations.
Agid:
5790099