115281-07-7Relevant academic research and scientific papers
Metal-free oxidative coupling of amines with sodium sulfinates: A mild access to sulfonamides
Zhao, Jinwu,Xu, Jingxiu,Chen, Jiaxi,Wang, Xiaoqin,He, Minghua
, p. 64698 - 64701 (2014)
A practical and mild procedure for the preparation of sulfonamides through TBAI-catalyzed oxidative coupling of amines with sodium sulfinates using TBHP as an oxidant was presented. A variety of amines and sodium sulfinates could go through the transformation, without impacting the hydroxyl group. This journal is
Debenzylative Sulfonylation of Tertiary Benzylamines Promoted by Visible Light
Fu, Ying,Wu, Qing-Kui,Du, Zhengyin
supporting information, p. 1896 - 1900 (2021/04/06)
An efficient, general, inexpensive, and environmentally friendly photosynthesis of sulfonamides via visible light promoted debenzylative sulfonylation of tertiary benzylamines is described. Compared to the traditional S?N coupling reactions, which are promoted by oxidative C?N bond cleavage of symmetrical tertiary alkylamines, this strategy provides a selective C?N bond cleavage protocol and avoids the use of transition-metal, explosive oxidants, and ligands.
NaI-Catalyzed Oxidative Amination of Aromatic Sodium Sulfinates: Synergetic Effect of Ethylene Dibromide and Air as Oxidants
Fu, Ying,Li, Quan-Zhou,Xu, Qin-Shan,Hügel, Helmut,Li, Ming-Peng,Du, Zhengyin
supporting information, p. 6966 - 6970 (2018/11/23)
A novel NaI-catalyzed oxidative amination of sodium sulfinates, employing both ethylene dibromide (EDB) and air as the oxidants, is described. EDB was first demonstrated to be a promising mild organic oxidant that in air, converted NaI into molecular iodine to promote the cross-coupling reactions of aromatic sodium sulfinates with amines to produce arylsulfonamides. Mechanistic studies indicated that a radical pathway might be involved in the reaction process.
Aryl sulfonamide tertiary amine compound synthesizing method
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Paragraph 0017, (2018/05/16)
The invention provides an aryl sulfonamide tertiary amine compound synthesizing method. According to the method, in an anhydrous aprotic solvent and under nitrogen protection, acryl sulfonyl chlorideand di-tertiary amine react for 1 to 12 hours according to a molar ratio of (1 to 1) to (1 to 20) under the condition of 50 to 150 DEG C, and the aryl sulfonamide tertiary amine compound can be obtained by purification. According to the method disclosed by the invention, the acryl sulfonyl chloride and the di-tertiary amine can directly generate C-S bond formation in the aprotic solvent and generate C-N bond breakage at the same time. According to the one-step aryl sulfonamide synthesizing method, raw materials are easy to obtain, a synthesizing technology is simple, operation is convenient, cost is low, and yield is high.
Charge-Transfer Complex Promoted Regiospecific C?N Bond Cleavage of Vicinal Tertiary Diamines
Fu, Ying,Xu, Qin-Shan,Shi, Chun-Zhao,Du, Zhengyin,Xiao, Caiqin
supporting information, p. 3502 - 3506 (2018/09/14)
A catalyst-free, charge-transfer complex promoted coupling of sulfonyl chlorides with vicinal tertiary diamines to generate sulfonamides is presented. Mechanistic studies showed that these reactions are proceeded via charge transfer of vicinal tertiary diamines to sulfonyl chlorides, forming the unstable sulfonyl quaternary ammonium like complexes which induced the regiospecific intramolecular C?N bond cleavage of vicinal tertiary diamines. (Figure presented.).
Copper-catalyzed sulfonamides formation from sodium sulfinates and amines
Tang, Xiaodong,Huang, Liangbin,Qi, Chaorong,Wu, Xia,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 6102 - 6104 (2013/07/11)
A new and convenient method for the construction of sulfonamides via a copper-catalyzed oxidative coupling between sodium sulfinates and amines with 1 atm O2 or DMSO as the oxidant was described. This method provides efficient and robust synthesis of functional sulfonamides in good yields and excellent chemoselectivity. And detailed mechanistic studies showed that this transformation may go through a single electron transfer (SET) pathway.
