92776-81-3Relevant academic research and scientific papers
Deoxyalkoxyamination of Alcohols for the Synthesis of N-Alkoxy-N-alkylbenzenesulfonamides
Sun, Qi-An,Lu, Ze-Hai,Pu, Xiao-Qiu,Hu, Hui-Lian,Zhang, Jia-heng,Yang, Xian-Jin
, p. 3920 - 3927 (2018/07/31)
A novel protocol for the deoxyalkoxyamination of alcohols has been developed, using N-alkoxybenzenesulfonimide (NOSI) as both a sulfonyl transfer reagent and an alkoxyamine source, accessing a diverse range of N-alkoxy-N-alkylbenzenesulfonamides with excellent isolated yields. This method is characterized by metal-free reaction, scalability, and waste-balance. Chiral substrates are converted with excellent levels of stereochemical inversion. NOSI could be generated in situ during the reaction as a stable reagent if a three-component one-pot reaction was designed. Exploiting this approach to run intramolecular reactions offered various N-protected isoxazolidines. In addition, valuable O-alkyl hydroxylamines (or isoxazolidines) were obtained through a neutral strategy of desulfonylation of the products.
Dipolar Cycloaddition Reactions of N-Tetrahydropyranylnitrone
Mzengeza, Shadreck,Whitney, Ralph A.
, p. 606 - 607 (2007/10/02)
Paraformaldehyde and the oxime of 5-hydroxypentanal react with alkenes at elevated temperatures to give dipolar cycloadducts arising from N-tetrahydropyran-2-ylnitrone.
1,3-Dipolar Addition of Oximes to Olefins. Conversion of Aldoximes to Nitriles under Mild Conditions
Dalgard, N. K. A.,Larsen, K. E.,Torssell, K. B. G.
, p. 423 - 432 (2007/10/02)
Under certain conditions Oximes react directly with olefins in a 1,3-dipolar fashion to produce isoxazolidines.N-Unsubstituted isoxazolidines can also be produced by reacting some nitrones with olefins and subsequent removal of the N-substituent.Aldoximes are converted to nitriles under mild conditions by dimethyl succinimidylsulfonium chloride and triethylamine.
