26189-62-8Relevant academic research and scientific papers
Synthesis of Sulfonated Benzo[d][1,3]oxazines by Merging Photoredox Catalysis and Insertion of Sulfur Dioxide
Liu, Tong,Zheng, Danqing,Li, Zhenhua,Wu, Jie
, p. 865 - 869 (2018)
A photocatalytic reaction of N-(2-vinylphenyl)amides, DABCO?(SO2)2 and arenediazonium tetrafluoroborates for the synthesis of 4-((arylsulfonyl)methyl)-4H-benzo[d][1,3]oxazines under mild conditions is reported. This synthetic approac
Generation of Sulfonyl Radicals from Aryldiazonium Tetrafluoroborates and Sulfur Dioxide: The Synthesis of 3-Sulfonated Coumarins
Zheng, Danqing,Yu, Jiyao,Wu, Jie
, p. 11925 - 11929 (2016)
A catalyst-free approach for the generation of sulfonyl radicals from aryldiazonium tetrafluoroborates in the presence of DABCO?(SO2)2is realized. The combination of aryldiazonium tetrafluoroborates, DABCO?(SO2)2, and aryl propiolates affords 3-sulfonated coumarins in good to excellent yields. This tandem reaction process involves radical addition, spirocyclization, and 1,2-migration of esters. Additionally, the in situ diazotization of a number of anilines allows the directional synthesis of desired 3-sulfonated coumarins in a one-pot, two-step process.
Metal-Free Visible-Light Photocatalytic Tandem Radical Addition–Cyclization Strategy for the Synthesis of Sulfonyl-Containing Isoquinolinediones
Zuo, Kai-Li,He, Yan-Hong,Guan, Zhi
, p. 939 - 948 (2019)
A mild radical cascade reaction for the synthesis of sulfonyl-containing isoquinolinediones has been developed, in which sulfonyl radicals can be accessed from simple sodium sulfinates under visible light and eosin Y catalysis. This tandem approach features a broad range of substrates and functional group tolerance. With this strategy, trifluoromethylated isoquinolinedione was also obtained.
Nickel-Catalyzed Intermolecular Carbosulfonylation of Alkynes via Sulfonyl Radicals
García-Domínguez, Andrés,Müller, Simona,Nevado, Cristina
, p. 9949 - 9952 (2017)
β,β-Disubstituted vinyl sulfones were obtained with complete regio- and stereocontrol in a multicomponent reaction involving alkynes, organoboronic acids, and sulfonyl chlorides in the presence of a nickel catalyst. The reaction proceeds via sulfonyl radicals generated in situ under mild reaction conditions.
HUSY zeolite promoted hydrophenylation of alkynes conjugated with electron-withdrawing substituents
Ryabukhin, Dmitry S.,Vasilyev, Aleksander V.
, p. 500 - 501 (2016)
Arylacetylenes, conjugated with electron-withdrawing groups, ArC[tbnd6]C(EWG) [EWG = SO2Ph, PO(OEt)2, COMe, CO2Me] in reaction with benzene at room temperature or 130?°C (glass high pressure tube) for 1–10?h under the acti
MOF-Derived Subnanometer Cobalt Catalyst for Selective C-H Oxidative Sulfonylation of Tetrahydroquinoxalines with Sodium Sulfinates
Xie, Feng,Lu, Guang-Peng,Xie, Rong,Chen, Qing-Hua,Jiang, Huan-Feng,Zhang, Min
, p. 2718 - 2724 (2019)
The development and utilization of reusable base-metal catalysts is a central topic in catalysis. Herein, via a catalyst design strategy, we present the preparation of a highly dispersed and acid-resistant subnanometer cobalt catalyst (1 nm) by a MOF-templated method, which has been utilized for selective C-H oxidative sulfonylation of tetrahydroquinoxalines with odorless sodium sulfinates. The transformation enables generation of a variety of sulfonylquinoxalines with the merits of good substrate and functional group compatibility, high regio- and chemoselectivity, and the use of a naturally abundant and reusable metal catalyst. The work presented offers the potential for further design of heterogeneous nanocatalysts and fabrication of functional products that are difficult to prepare or inaccessible by homogeneous catalysis.
Light-Mediated Difluoromethylthiolation of Aldehydes with a Hydrogen Atom Transfer Photocatalyst
Dong, Jianyang,Yue, Fuyang,Wang, Xiaochen,Song, Hongjian,Liu, Yuxiu,Wang, Qingmin
, p. 8272 - 8277 (2020)
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.
An efficient transition metal-free difunctionalization of alkenes in water for the green preparation of sulfone compounds
Yang, Guang,Wang, Shoucai,Nie, Hongsheng,Xiong, Zhicheng,Li, Xuan,Ji, Fanghua,Jiang, Guangbin
, (2021/10/07)
A direct difunctionalization method of alkenes with quinoxalin-2(1H)-ones and sodium sulfonates toward sulfone derivatives has been developed under environmentally friendly conditions. This strategy represents an efficient and practical difunctionalization of olefins using water/aqueous media as a sustainable solvent. In addition, this transition metal-free reaction is high yield, and operationally simple, and in particular, proceeds under mild conditions to afford desired sulfones with high functional group compatibility.
Electrochemistry Enabled Nickel-Catalyzed Selective C?S Bond Coupling Reaction
Pan, Yi,Wang, Yang,Wang, Yi,Zhang, Feng
, (2022/02/16)
This work describes an electrochemical enabled nickel-catalyzed chemoselective C?S bond coupling protocol for the production of aryl sulfides and sulfones. By simply switching the nickel catalysts and electrodes, this electrochemical C?S bond coupling has demonstrated excellent redox activity, scalability and sustainability. Furthermore, the mechanism for this electrochemical cross-coupling reaction has been investigated.
Synthesis of (E)-iodo vinylsulfones via oxidative addition of thiol into alkyne under metal free condition
Samanta, Surya Kanta,Sarkar, Rumpa,Bera, Mrinal K.
, (2021/07/12)
An efficient, transition-metal free and molecular iodine promoted protocol for the construction of (E)-β-iodovinyl sulfone derivatives via oxidative C–S coupling of thiol and alkyne has been demonstrated. Both aryl and alkyl terminal acetylenes were found to be an excellent substrate for the present reaction which provides a wide range of β-iodovinyl sulfone derivatives with very good yield and excellent regio and stereo-selectivities. Diaryldisulfide is also found to be an equally efficient sulfonyl group surrogate under identical reaction conditions.
