1352965-24-2Relevant academic research and scientific papers
Nickel-Catalyzed Intramolecular Desulfitative C - N Coupling: A Synthesis of Aromatic Amines
Chen, Xuemeng,Jia, Xiuwen,Kramer, S?ren,Li, Yue,Lian, Zhong,Liu, Jiangjun,Sun, Haotian
, p. 5702 - 5711 (2020/05/19)
A nickel-catalyzed intramolecular C - N coupling reaction via SO2 extrusion is presented. The use of a catalytic amount of BPh3 allows the transformation to take place under much milder conditions (60 °C) than previously reported C - N coupling reactions by CO or CO2 extrusion (160-180 °C). In addition, this method displays good functional group tolerance and versatility, as it can be applied to the synthesis of dialkyl aryl amines, alkyl diaryl amines, and triaryl amines. The robustness of the desulfitative C - N coupling is demonstrated by three high-yielding gram-scale reactions.
A [...] or heterocyclic sulfonamide compound preparation method (by machine translation)
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Paragraph 0096; 0097; 0098; 0099; 0100, (2019/01/21)
The invention discloses a [...] or heterocyclic sulfonamide compounds of the preparation method, the [...] compound has the formula (I) of the structure shown, the heterocyclic and tissue compound has the formula (II) is shown in the structure, in an organic solvent under the condition of a portion of the inert gas, iodo aromatic ring compound and sodium hydrosulfite under heating conditions in the free radical coupling reaction to obtain the aromatic ring sulfinyl sodium intermediate, with the [...], or iodo alkane, or bromo alkane, or diaryl Iodized salt, or [...] reaction, obtained by the formula (I) has the structure shown as the [...], or formula (II) has the structure shown in the heterocyclic sulfonamide compounds. The method of the invention is simple and efficient, less side reaction, the product has high purity, facilitates separation of the purification, can be suitable for the preparation of a larger scale, with very good application prospect. (by machine translation)
Catalyst-Free Sulfonylation of (Hetero)aryl Iodides with Sodium Dithionite
Li, Yuewen,Liu, Tong,Qiu, Guanyinsheng,Wu, Jie
supporting information, p. 1154 - 1159 (2019/01/30)
The commercially available and cheap sodium dithionite is used as the source of sulfonyl group for the synthesis of sulfones and sulfonamides from (hetero)aryl iodides under catalyst-free conditions. During the reaction process, sodium sulfinates generated in situ are the key intermediate, which can be further converted into diverse sulfones and sulfonamides. This transformation proceeds through a radical process initiated by sodium dithionite, providing a convenient route to sulfonyl-containing compounds. (Figure presented.).
Method for preparing heterocyclic sulfone or heterocyclic sulfamide compound
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Paragraph 0142-0149, (2019/04/04)
The invention belongs to the technical field of organic synthesis. The invention provides a method for preparing a heterocyclic sulfone or heterocyclic sulfamide compound. The method comprises the following steps: firstly, in a protection atmosphere, under the condition of visible light radiation, carrying out a free radical coupling reaction on an iodo-heteroaromatic compound, thiourea dioxide and sodium hydroxide so as to obtain aromatic heterocyclic sodium sulfinate, wherein a catalyst used in the free radical coupling reaction is fluorescein; and secondly, maintaining a protection atmosphere, carrying out an alkylation reaction or an amidation reaction on the aromatic heterocyclic sodium sulfinate and a group donor compound, thereby obtaining heterocyclic sulfone or heterocyclic sulfamide, wherein the group donor compound is a halogen compound, diaryl or an amino organic matter. The heterocyclic sulfone or the heterocyclic sulfamide can be prepared by only two steps of reactions byusing the method provided by the invention, and in addition, no strong corrosive substance is used, and the method is small in byproduct amount and high in yield.
Synthesis of Heteroaryl Sulfonamides from Organozinc Reagents and 2,4,6-Trichlorophenyl Chlorosulfate
Colombe, James R.,Debergh, J. Robb,Buchwald, Stephen L.
supporting information, p. 3170 - 3173 (2015/06/30)
A method for the preparation of aryl and heteroaryl sulfonamides using 2,4,6-trichlorophenyl chlorosulfate (TCPC) is described. The reaction of 2-pyridylzinc reagents with TCPC resulted in 2,4,6-trichlorophenyl (TCP) pyridine-2-sulfonates, and the parent pyridine-2-sulfonate was shown to react with amines. Less electron-rich aryl- and heteroarylzinc reagents reacted with TCPC to afford sulfonyl chlorides that were converted in situ to sulfonamides.
