1449417-71-3Relevant academic research and scientific papers
Oxoammonium Salt-Mediated Vicinal Oxyazidation of Alkenes with NaN3: Access to β-Aminooxy Azides
Chen, Fei,Tang, Yu-Ting,Li, Xin-Ru,Duan, Yan-Yan,Chen, Chao-Xing,Zheng, Yang
supporting information, p. 5079 - 5084 (2021/09/18)
An approach to the vicinal oxyazidation of alkenes has been achieved under mild and transition metal-free conditions. This method utilizes NaN3 as the azidation agent and 2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (TEMPO
Photoswitchable Regiodivergent Azidation of Olefins with Sulfonium Iodate(I) Reagent
Rao, Dodla S.,Reddy, Thurpu R.,Gurawa, Aakanksha,Kumar, Manoj,Kashyap, Sudhir
supporting information, p. 9990 - 9994 (2019/12/02)
Photoswitchable strategy for selective azidation of structurally diverse olefins under transition-metal-free conditions is reported. The unprecedented reactivity of trimethylsulfonium [bis(azido)iodate(I)] species under visible light allows radical azidooxygenation of the C═C πbond with distinctive selectivity. In the absence of visible light, the reaction proceeds through an ionic intermediate which led to complementary regioselectivity to provide α-alkyl azides. Mechanistic studies reveal that light-controlled regiodivergent azidation involving radical or an ionic pathway can be accomplished with exclusive regioselectivity.
Stereoselective radical azidooxygenation of alkenes
Zhang, Bo,Studer, Armido
, p. 4548 - 4551 (2013/09/24)
Radical azidooxygenation of various alkenes is described. A readily prepared N3-iodine(III) reagent acts as a clean N3-radical precursor. Radical generation is achieved with TEMPONa acting as a mild organic reducing reagent. The C-radical generated after N3-radical addition is efficiently trapped by in situ generated TEMPO. Yields are good to excellent, and for cyclic systems azidooxygenation occurs with excellent diastereoselectivity.
