96097-67-5Relevant academic research and scientific papers
Visible-Light-Induced Cyclization/Aromatization of 2-Vinyloxy Arylalkynes: Synthesis of Thio-Substituted Dibenzofuran Derivatives
Chen, Hui,Chen, Yanyan,Mo, Zuyu,Xu, Yanli,Yan, Yunyun,Zhang, Niuniu
supporting information, p. 376 - 381 (2021/01/13)
A visible-light-induced cascade reaction of 2-vinyloxy arylalkynes with thiosulfonates was developed and provided unexpected thio-substituted dibenzofuran derivatives in moderate yields. Mechanistic studies revealed the thiosulfonylation product of 2-vinyloxy arylalkyne was the key intermediate, and the additive disulfide played the role of hydrogen abstraction in the aromatization process to offer the desired product. This reaction presents a new reaction mode for the construction of polycyclic oxygen heterocycles.
Visible-Light-Induced Radical Cascade Reaction of 1-Allyl-2-ethynylbenzoimidazoles with Thiosulfonates to Assemble Thiosulfonylated Pyrrolo[1,2-a]benzimidazoles
Liu, Yan,Zhang, Niuniu,Xu, Yanli,Chen, Yanyan
, p. 16882 - 16891 (2021/11/18)
A visible-light-induced radical domino reaction of 1-allyl-2-ethynylbenzoimidazoles with thiosulfonates was developed, which generated the thiosulfonylated pyrrolo[1,2-a]benzimidazoles in moderate to good yields. This reaction proceeded under transition-metal-free conditions with good functional group tolerance and high regioselectivity. The possible pathway involved thiosulfonates were activated through the energy transfer route promoted by photocatalysis.
Gold/photoredox-cocatalyzed atom transfer thiosulfonylation of alkynes: Stereoselective synthesis of vinylsulfones
Song, Tingting,Li, Haoyu,Wei, Fang,Tung, Chen-Ho,Xu, Zhenghu
supporting information, p. 916 - 919 (2019/02/27)
We report a gold and photoredox combined radical approach for the rapid synthesis of thio-functionalized vinylsulfones from alkynes. Key features of this method include very mild conditions, broad substrate scope, excellent regio- and stereoselectivties, and 100% atom economy.
Nickel-Catalyzed Defluorinative Reductive Cross-Coupling Reaction of gem-Difluoroalkenes with Thiosulfonate or Selenium Sulfonate
Li, Jian,Rao, Weidong,Wang, Shun-Yi,Ji, Shun-Jun
, p. 11542 - 11552 (2019/09/30)
A nickel-catalyzed defluorinative reductive cross-coupling of gem-difluoroalkenes with thiosulfonate or selenosulfonates is described. The reaction involves the formation of thiolated or selenylated monofluoroolefins via regioselective C-F bond cleavage and C-S or C-Se bond formation and features easily available substrates, mild reaction conditions, and high E-selectivity. One of the derivatives by further cross coupling with PhMgBr exhibited an aggregation-induced emission enhancement effect.
Synthesis method of thiosulfonate compound
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Paragraph 0135; 0136; 0137; 0138; 0139; 0141, (2018/07/30)
The invention belongs to the field of organic synthesis, and particularly relates to a synthesis method of a thiosulfonate compound. The invention provides the synthesis method of the thiosulfonate compound. The method comprises the following steps that methanesulfonohydrazide compounds, thiophenol compounds, oxidizing agents and catalysts are dissolved into a solvent for reaction; purification isperformed to obtain the thiosulfonate compound; oxidizing agents are any one kind or several kinds of materials from tertiary butanol peroxide and catalysts are sodium iodide, potassium iodide, ammonium iodide, iodine element and tetrabutylammonium iodide. Through experiment testing, the thiosulfonate compound prepared by the technical scheme provided by the invention has the advantages that no side reaction occurs; the yield can reach 84 to 100 percent; the conversion rate is high; meanwhile, the used catalysts and catalysts are environment-friendly compounds; the environment pollution cannot be caused; the reaction temperature is low; the method is suitable for industrial mass popularization. The defects that in the prior art, the damage to the environment in the asymmetric thiosulfonates synthesis process is great, and the application to industrial production cannot be realized are overcome.
Metal-free NaI/TBHP-mediated sulfonylation of thiols with sulfonyl hydrazides
Chen, Qian,Huang, Yulin,Wang, Xiaofeng,Wu, Jiawei,Yu, Guodian
, p. 1713 - 1719 (2018/03/21)
A highly efficient sulfonylation of thiols has been achieved through the metal-free NaI/TBHP-mediated cross-coupling of sulfonyl hydrazides and thiols at room temperature. This method provides a convenient and practical route to thiosulfonates in 84-99% y
Electrochemical sulfonylation of thiols with sulfonyl hydrazides: A metal- and oxidant-free protocol for the synthesis of thiosulfonates
Mo, Zu-Yu,Swaroop, Toreshettahally R.,Tong, Wei,Zhang, Yu-Zhen,Tang, Hai-Tao,Pan, Ying-Ming,Sun, Hong-Bin,Chen, Zhen-Feng
supporting information, p. 4428 - 4432 (2018/10/17)
An efficient electrochemical transformation of structurally diverse sulfonyl hydrazides and thiols into thiosulfonates in the presence of ammonium iodide as redox catalyst and electrolyte in acetonitrile at ambient temperature is reported. Transition metal- and oxidant-free conditions are the striking features of this protocol. The in vitro cytotoxicity of all compounds is evaluated by MTT assay against four human cancer cell lines. The results reveal that 3ac and 3ag exhibit potential inhibitory activity against tumor cells. Furthermore, 3ag inhibits cell migration ability and tubulin polymerization in T-24 cells, leading to cell cycle arrest and apoptosis.
Visible-light-induced thiotrifluoromethylation of terminal alkenes with sodium triflinate and benzenesulfonothioates
Kong, Weiguang,An, Hejun,Song, Qiuling
supporting information, p. 8968 - 8971 (2017/08/15)
An unconventional reductive quenching cycle was developed to realize the visible-light-induced thiotrifluoromethylation of terminal alkenes. CF3SO2Na was used as an easy to handle CF3 radical source to afford the desired products in moderate to good yields. Mild reaction conditions and a broad substrate scope feature in this transformation.
