Ruthenium-Catalyzed Meta Sulfonation of 2-Phenylpyridines
Ruthenium-Catalyzed Meta Sulfonation of 2-Phenylpyridines
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DOI：
10.1021/ja208286b
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发表时间：
2011-12-07
影响因子：
15
通讯作者：
Frost, Christopher G.
中科院分区：
文献类型：
--
作者：
Saidi, Ourida;Marafie, Jameel;Frost, Christopher G.
在(芳烃)Ru(II)络合物存在下，2-苯基吡啶与磺酰氯发生选择性催化间磺化反应。2-吡啶基有助于形成稳定的Ru-C-芳基西格玛键，从而产生强烈的对位定向效应。亲电的芳香族取代反应与磺酰氯一起进行，以在间位向螯合基团提供砜。这一新的催化过程为涉及螯合辅助环金属化的反应提供了非典型的区域选择性。
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.