Highly regioselective catalytic oxidative coupling reactions: Synthetic and mechanistic investigations

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

doi:10.1021/ja065718e

Highly regioselective catalytic oxidative coupling reactions: Synthetic and mechanistic investigations

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

Research output: Contribution to journal › Article › peer-review

Abstract

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 reactions-one at a Pd^II center and one at Pd^IV.

Original language	English (US)
Pages (from-to)	14047-14049
Number of pages	3
Journal	Journal of the American Chemical Society
Volume	128
Issue number	43
DOIs	https://doi.org/10.1021/ja065718e
State	Published - Nov 1 2006
Externally published	Yes

ASJC Scopus subject areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja065718e

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abstract = "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 reactions-one at a PdII center and one at PdIV.",

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AU - Lanni, Erica L.

AU - Sanford, Melanie S.

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AB - 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 reactions-one at a PdII center and one at PdIV.

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Highly regioselective catalytic oxidative coupling reactions: Synthetic and mechanistic investigations

Abstract

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