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Literature DB >> 22047022

Ruthenium-catalyzed meta sulfonation of 2-phenylpyridines.

Ourida Saidi¹, Jameel Marafie, Araminta E W Ledger, Po Man Liu, Mary F Mahon, Gabriele Kociok-Köhn, Michael K Whittlesey, Christopher G Frost.

Abstract

A selective catalytic meta sulfonation of 2-phenylpyridines was found to occur in the presence of (arene)ruthenium(II) complexes upon reaction with sulfonyl chlorides. The 2-pyridyl group facilitates the formation of a stable Ru-C(aryl) σ bond that induces a strong para-directing effect. Electrophilic aromatic substitution proceeds with the sulfonyl chloride to furnish a sulfone at the position meta to the chelating group. This new catalytic process offers access to atypical regioselectivity for reactions involving chelation-assisted cyclometalation.

Entities: Chemical

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Year: 2011 PMID： 22047022 DOI： 10.1021/ja208286b

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

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Cited

50 in total

Ruthenium-catalyzed meta sulfonation of 2-phenylpyridines.

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