79505-86-5Relevant academic research and scientific papers
Nanosized CdS as a Reusable Photocatalyst: The Study of Different Reaction Pathways between Tertiary Amines and Aryl Sulfonyl Chlorides through Visible-Light-Induced N-Dealkylation and C-H Activation Processes
Firoozi, Somayeh,Hosseini-Sarvari, Mona
, p. 2117 - 2134 (2021/02/05)
It has been found that the final products of the reaction of sulfonyl chlorides and tertiary amines in the presence of cadmium sulfide nanoparticles under visible light irradiation are highly dependent on the applied reaction conditions. Interestingly, with the change of a reaction condition, different pathways were conducted (visible-light-induced N-dealkylation or sp3 and sp2 C-H activation) that lead to different products such as secondary amines and various sulfonyl compounds. Remarkably, all of these reactions were performed under visible light irradiation and an air atmosphere without any additive or oxidant in benign solvents or under solvent-free conditions. During this study, the CdS nanoparticles as affordable, heterogeneous, and recyclable photocatalysts were designed, successfully synthesized, and fully characterized and applied for these protocols. During these studies, intermediates resulting from the oxidation of tertiary amines are trapped during the photoinduced electron transfer (PET) process. The reaction was carried out efficiently with a variety of substrates to give the corresponding products at relatively short times in good to excellent yields in parallel with the use of the visible light irradiation as a renewable energy source. Most of these processes are novel or are superior in terms of cost-effectiveness, safety, and simplicity to published reports.
Method for synthesizing benzenesulfonyl enamine compound by non-metal catalysis of benzenesulfonyl hydrazine derivative and triethylamine
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Paragraph 0011-0013, (2019/04/02)
The invention discloses a method for synthesizing a benzenesulfonyl enamine compound by non-metal catalysis of a benzenesulfonyl hydrazine derivative and triethylamine. The method includes taking thebenzenesulfonyl hydrazine derivative and the triethylami
TBAI-catalyzed selective synthesis of sulfonamides and β-aryl sulfonyl enamines: coupling of arenesulfonyl chlorides and sodium sulfinates with tert-amines
Jiang, Hongmei,Tang, Xiaoyue,Xu, Zhihui,Wang, Huixian,Han, Kang,Yang, Xiaolan,Zhou, Yuanyuan,Feng, Yong-Lai,Yu, Xian-Yong,Gui, Qingwen
, p. 2715 - 2720 (2019/03/12)
A simple, practical and metal-free method has been developed for the synthesis of sulfonamides and β-arylsulfonyl enamines via the selective cleavage of C-N and C-H bonds through the iodine-catalyzed oxidation of arenesulfonyl chlorides and sodium sulfinates with tert-amines. The method uses commercially available inexpensive catalysts and oxidants, and has a wide substrate scope and operational simplicity.
Method for synthesizing phenylsulfonylenamine compound from benzene sulfinic acid sodium salt and triethylamine without metal catalysis
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Paragraph 0011; 0012, (2019/02/04)
The invention relates to a method for synthesizing phenylsulfonylenamine from benzene sulfinic acid sodium salt and triethylamine without metal catalysis. The method adopts benzene sulfinic acid sodium salt and triethylamine as substrates, an iodine-containing compound as a catalyst and tert-butyl hydroperoxide as an oxidant to have a C-S bond coupling reaction in a solvent at 100 DEG C to generate the phenylsulfonylenamine compound. The catalyst used in the method is simple and easy to obtain, stable in the air, simple to recycle, pollution-free, and wide in application prospect in drug synthesis and industrial production.
Eosin Y-Sensitized Photocatalytic Reaction of Tertiary Aliphatic Amines with Arenesulfonyl Chlorides under Visible-Light Irradiation
Cai, Yuguo,Zhang, Ronghua,Sun, Deli,Xu, Song,Zhou, Qiguang
, p. 1630 - 1635 (2017/08/11)
A mild, practical, and environmentally friendly route to vinyl sulfones and sulfonamides has been developed based on the reaction of aliphatic amines with arenesulfonyl chlorides in the presence of eosin Y as a photocatalyst under visible light. The method permits the selective formation of vinyl sulfones or sulfonamides, depending on the oxidation environment and solvent. A wide range of products were obtained in moderate to good yields under the optimized conditions.
Method for synthesizing vinyl sulfone compound
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Paragraph 0035; 0036; 0037; 0038; 0039; 0040; 0041, (2017/09/29)
The invention relates to a method for synthesizing a vinyl sulfone compound. The vinyl sulfone compound has a chemical molecular formula shown in the description, wherein R1 is one selected from H, a straight-chain alkyl electron-donating group, a nitro electron withdrawing group, F, Cl and Br, and R2, R3 and R4 each is selected from H and straight-chain alkyl. The synthetic method comprises the steps of adding an inorganic base in an organic reaction solvent by taking an aryl sulfonyl chloride compound and a tertiary amine compound as reaction substrates and taking eosin Y as a catalyst under the action of visible light, carrying out a reaction for 1 to 3 hours at the temperature of -5 DEG C to 5 DEG C under the irradiation of an LED (light-emitting diode) lamp, carrying out water washing treatment, extraction and drying after the reaction ends, then, carrying out reduced-pressure distillation to remove the organic solvent, and then, carrying out thin-layer chromatography and column chromatography separation, thereby preparing the vinyl sulfone compound. Compared with the prior art, the method provided by the invention has the advantages that the steps are simple, the reaction conditions are mild, the controllability is good, the consumption of metal complexes is avoided, the reaction cost is reduced, and the method is pollution-free to environments.
I2/TBHP Mediated C-N and C-H Bond Cleavage of Tertiary Amines toward Selective Synthesis of Sulfonamides and β-Arylsulfonyl Enamines: The Solvent Effect on Reaction
Lai, Junyi,Chang, Liming,Yuan, Gaoqing
supporting information, p. 3194 - 3197 (2016/07/14)
A novel method toward synthesis of sulfonamides and β-arylsulfonyl enamines has been developed via I2/TBHP mediated C-N and C-H bond cleavage of tertiary amines, which features highly selective formation of two different target products depending on the reaction solvent. The experimental results reveal that H2O as the solvent could effectively achieve the C-N bond cleavage to produce sulfonamides due to H2O participating in the reaction process where H2O plays a dual role. Differing from H2O, organic solvents (such as dimethyl sulfoxide) could promote the C-H bond cleavage of tertiary amines to yield β-arylsulfonyl enamines.
Visible light-mediated dehydrogenative β-arylsulfonylation of tertiary aliphatic amines with arylsulfonyl chlorides
Chen, Min,Huang, Zhi-Tang,Zheng, Qi-Yu
supporting information, p. 9337 - 9340 (2015/02/19)
The novel synthesis of β-arylsulfonyl enamines has been achieved by visible light-mediated dehydrogenative arylsulfonylation of tertiary aliphatic amines with arylsulfonyl chlorides in moderate yield. This journal is
REACTION OF PHENOXYVINYL SULFONES WITH AMINES
Vasil'eva, M. A.,Bychkova, T. I.,Kalabina, A. V.,Dobrynina, L. M.
, p. 1249 - 1251 (2007/10/02)
The reaction of phenoxyvinyl sulfones with strongly basic aliphatic amines and hydrazines takes place with substitution of the phenoxy group.As a result of the reaction trans-dialkylaminovinyl sulfones and β-phenylsulfonylacetaldehyde hydrazones are obtai
