Ruthenium-Catalyzed Meta Sulfonation of 2-Phenylpyridines

被引：432
作者：
Saidi, Ourida [1 ]
Marafie, Jameel [1 ]
Ledger, Araminta E. W. [1 ]
Liu, Po Man [1 ]
Mahon, Mary F. [1 ]
Kociok-Koehn, Gabriele [1 ]
Whittlesey, Michael K. [1 ]
Frost, Christopher G. [1 ]
机构：
[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2011年 / 133卷 / 48期
基金：
英国工程与自然科学研究理事会;
关键词：
C-H BONDS; CROSS-COUPLING REACTIONS; CARBON-HYDROGEN BONDS; DIRECT ARYLATION; ORGANOMETALLIC COMPLEXES; DIRECT FUNCTIONALIZATION; ARYL CHLORIDES; ACTIVATION; PALLADIUM; ARENES;
D O I：
10.1021/ja208286b
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
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 sigma 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.
引用
收藏
页码：19298 / 19301
页数：4
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