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Highly Regioselective Catalytic Oxidative Coupling Reactions: Synthetic and Mechanistic Investigations

2006; American Chemical Society; Volume: 128; Issue: 43 Linguagem: Inglês

10.1021/ja065718e

1943-2984

Kami L. Hull, Erica L. Lanni, Melanie S. Sanford,

Oxidative Organic Chemistry Reactions

A highly efficient and regioselective Pd-catalyzed method for the oxidative coupling of arylpyridine derivatives is reported. Remarkably, the reactions proceed at room temperature and are compatible with diverse functionalities, including aryl halides and thiophenes. Mechanistic studies suggest that these transformations proceed via a previously unprecedented mechanism involving two different pyridine-directed C−H activation reactionsone at a PdII center and one at PdIV.