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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
Journal article   Peer reviewed

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

Ebrahim Kianmehr, Nasser Faghih and Khalid Mohammed Khan
Organic letters, Vol.17(3), pp.414-417
06/02/2015
DOI: https://doi.org/10.1021/ol503238a
PMID: 25607468

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
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.

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