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Lewis Base/Bronsted Acid Dual-Catalytic C–H Sulfenylation of Aromatics
Organic Letters ( IF 5.2 ) Pub Date : 2018-05-15 00:00:00 , DOI: 10.1021/acs.orglett.8b01066
Christopher J. Nalbandian 1 , Zachary E. Brown 1 , Erik Alvarez 1 , Jeffrey L. Gustafson 1
Affiliation  

A Lewis base/Bronsted acid catalyzed aromatic sulfenylation is reported. These studies demonstrated that the incorporation of electron-rich sulfenyl groups proceeded in the absence of a Lewis base, with kinetic studies indicating an autocatalytic mechanism. The incorporation of electron-poor sulfenyl groups demonstrated little autocatalysis necessitating the use of a Lewis base. This method proved amenable to diverse arenes and heterocycles and was effective in the context of the late-stage functionalization of biologically active small molecules.

中文翻译:

Lewis碱/布朗斯台德酸双催化C–H芳烃的磺化反应

据报道,路易斯碱/布朗斯台德酸催化的芳族亚磺酰基化。这些研究表明,富电子的亚磺酰基的引入是在没有路易斯碱的情况下进行的,动力学研究表明其具有自催化机理。贫电子的亚磺酰基的引入几乎没有自动催化作用,因此需要使用路易斯碱。该方法被证明适用于各种芳烃和杂环,并且在生物活性小分子的后期功能化过程中有效。
更新日期:2018-05-15
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