61563-84-6Relevant academic research and scientific papers
Benzylic C(sp3)-H bond sulfonylation of 4-methylphenols with the insertion of sulfur dioxide under photocatalysis
Gong, Xinxing,Chen, Jiahao,Lai, Lifang,Cheng, Jiang,Sun, Jiangtao,Wu, Jie
supporting information, p. 11172 - 11175 (2018/10/20)
Sulfonylation of the benzylic C-H bond is developed through a three-component reaction of aryldiazonium tetrafluoroborates, 4-methylphenols and sodium metabisulfite (Na2S2O5). The inorganic sulfite of sodium metabisulfite is used as the SO2 surrogate. In this transformation, benzylic C(sp3)-H bond sulfonylation is achieved in the presence of a photocatalyst under visible light. A radical pathway involving the arylsulfonyl radical and intermolecular hydrogen atom abstraction is proposed.
Iodide/tert-Butyl Hydroperoxide-Mediated Benzylic C–H Sulfonylation and Peroxidation of Phenol Derivatives
Yang, Wen-Chao,Dai, Peng,Luo, Kai,Wu, Lei
, p. 3184 - 3190 (2016/10/20)
We disclose here the first iodine/tert-butyl hydroperoxide (I2/TBHP)-mediated benzylic C–H sulfonylation of phenol derivatives. This new methodology provides an economic, operationally simple and metal-free approach toward C(sp3)–S bond formation with medium to excellent yields at room temperature. Moreover, a novel sulfonylative and peroxidative bifunctionalization of phenol derivatives was also achieved by changing the amount of the oxidant. The reaction mechanism is exemplified via a radical pathway. (Figure presented.).
