1454-79-1Relevant academic research and scientific papers
On the understanding of BF3·Et2O-promoted intra- and intermolecular amination and oxygenation of unfunctionalized olefins
Yang, Chun-Hua,Fan, Wen-Wen,Liu, Gong-Qing,Duan, Lili,Li, Lin,Li, Yue-Ming
, p. 61081 - 61093 (2015/08/03)
BF3·Et2O was found to be effective for both intra- and intermolecular amination and oxygenation of unfunctionalized olefins. In the presence of 3 equiv. of BF3·Et2O, intramolecular hydroamination of N-(pent-4-enyl)-p-toluenesulfonamides, N-(hex-5-enyl)-p-toluenesulfonamides, intermolecular hydroamination between sulfonamides and cyclohexene, norbornene or styrene, lactonization of pent-4-enoic acid or hex-5-enoic acid compounds and esterification of cyclohexene with different carboxylic acids all proceeded readily, leading to the corresponding amination or oxygenation products in up to 99% isolated yields. Preliminary NMR experiments and DFT calculations suggested that the intramolecular hydroamination reactions proceeded via a sulfonimidic acid intermediate (N=S-OH), and formation of the corresponding Bronsted acid HF or HBF4 was less likely.
Copper-catalyzed direct N-arylation of N-arylsulfonamides using diaryliodonium salts in water
Geng, Xu,Mao, Song,Chen, Liangshun,Yu, Jianjun,Han, Jianwei,Hua, Jianli,Wang, Limin
supporting information, p. 3856 - 3859 (2014/07/08)
An efficient copper-catalyzed N-arylation of N-arylsulfonamides with diaryliodonium salts is reported. The reaction employs diaryliodonium salts and N-arylsulfonamides in water at room temperature, giving the products in moderate to excellent yields.
Recyclable gallium as catalyst precursor for a convenient and solvent-free method for the intermolecular addition of sulfonamides to alkenes
Jaspers, Daniel,Kubiak, Raphael,Doye, Sven
experimental part, p. 1268 - 1272 (2010/06/20)
Gallium(III) iodide, which is conveniently formed in situ from gallium and iodine, is a competent catalyst for the inter- and intramolecular addition of p-toluenesulfonamides to alkenes. After each reaction, the metallic gallium can easily be recycled and used for subsequent transformations. Georg Thieme Verlag Stuttgart.
