Palladium-Catalyzed Coupling
of Arene C–H Bonds with Methyl- and Arylboron Reagents Assisted
by the Removable
2-Pyridylsulfinyl Group

Carretero, Juan C.

Palladium-Catalyzed Coupling of Arene C–H Bonds with Methyl- and Arylboron Reagents Assisted by the Removable 2-Pyridylsulfinyl Group

Posted on 2016-02-22 - 14:33

The Pd^II-catalyzed direct coupling of arene C–H bonds with organoboron reagents assisted by the 2-pyridylsulfinyl group is reported. Methylboronic acid and arylboronic acid neopentyl esters proved to be efficient coupling partners, furnishing methylated arenes and biaryl products in moderate to good yields. The 2-pyridylsulfinyl group can be easily removed to provide the free biaryls. The essential role of the 2-pyridyl unit in stabilizing the cyclopalladation complex was demonstrated by X-ray diffraction analysis of the palladacycle intermediate.

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Romero-Revilla, José A.; Garcı́a-Rubia, Alfonso; Arrayás, Ramón Goméz; Fernández-Ibáñez, M. Ángeles; Carretero, Juan C. (2016). Palladium-Catalyzed Coupling of Arene C–H Bonds with Methyl- and Arylboron Reagents Assisted by the Removable 2-Pyridylsulfinyl Group. ACS Publications. Collection. https://doi.org/10.1021/jo2018137

https://doi.org/10.1021/jo2018137

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