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

José A. Romero-Revilla (2145418)
Alfonso Garcı́a-Rubia (2145421)
Ramón Goméz Arrayás (2145424)
M. Ángeles Fernández-Ibáñez (2145415)
Juan C. Carretero (1591963)

Publication date

February 2016

DOI

10.1021/jo2018137.s001

Abstract

The Pd<sup>II</sup>-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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Palladium-Catalyzed Coupling of Arene C–H Bonds with Methyl- and Arylboron Reagents Assisted by the Removable 2-Pyridylsulfinyl Group

Abstract

Extracted data

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

Abstract

Extracted data

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