1352965-24-2Relevant articles and documents
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.
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.).
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.