Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 22, Pages 9525-9530Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo2018137
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Funding
- Ministerio de Ciencia e Innovacion (MICINN) [CTQ2009-07791]
- Consejeria de Educacion de la Comunidad de Madrid [S2009/PPQ-1634]
- Juan de la Cierva
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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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