60285-80-5Relevant academic research and scientific papers
Electrochemical Radical δ-H Sulfonylation Reaction for the Synthesis of 4-((Aryl,Arylsul fonyl)methylene)-2,5-Cyclohexadiene Derivatives
Dai, Lei,Yu, Qiuyu,Zhang, Jinghang,Wu, Fan,Wang, Chang,Zhang, Jinpeng,Rong, Liangce
, p. 10568 - 10579 (2021)
A novel and efficient electrochemical radical δ-H sulfonylation reaction of para-quinone methides (p-QMs) and sodium sulfinates has been achieved under common laboratory conditions. In this strategy, a new C(sp2)-S bond was constructed for the synthesis of 4-((aryl,arylsulfonyl)methylene)-2,5-cyclohexadiene derivatives with a broad substrate scope, good functional group tolerance, and mild conditions. Further studies showed that the reaction had an excellent regional selectivity.
Light-Mediated Difluoromethylthiolation of Aldehydes with a Hydrogen Atom Transfer Photocatalyst
Dong, Jianyang,Yue, Fuyang,Wang, Xiaochen,Song, Hongjian,Liu, Yuxiu,Wang, Qingmin
supporting information, p. 8272 - 8277 (2020/11/03)
A mild general method for difluoromethylthiolation of aldehydes with PhSO2SCF2H and a decatungstate photocatalyst under redox-neutral conditions has been developed. This reaction is highly efficient, scalable, and oxidant-free. The broad substrate scope and excellent functional group tolerance of the reaction make it suitable for generating libraries of difluoromethyl thioesters. We demonstrated the utility and sustainability of the method by synthesizing several structurally complex difluoromethyl thioesters.
Cross coupling of sulfonyl radicals with silver-based carbenes: A simple approach to β-carbonyl arylsulfones
Li, Jingjing,Lian, Pengcheng,Wan, Xiaobing,Wang, Hanghang,Zheng, Yonggao
supporting information, p. 2163 - 2169 (2020/03/27)
A coupling reaction between sulfonyl radicals and silver-based carbenes has been well established. This simple radical-carbene coupling (RCC) process provided an efficient approach to a variety of β-carbonyl arylsulfones from sodium arylsulfinates and diazo compounds, and was characterized by wide substrate scope, easy scale-up, simple manipulation, accessible starting materials, and mild reaction conditions.
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.).
