196876-95-6Relevant academic research and scientific papers
Iminoxyl radical-promoted dichotomous cyclizations: Efficient oxyoximation and aminooximation of alkenes
Peng, Xie-Xue,Deng, Yun-Jing,Yang, Xiu-Long,Zhang, Lin,Yu, Wei,Han, Bing
supporting information, p. 4650 - 4653 (2015/01/08)
A novel iminoxyl radical-involved metal-free approach to vicinal oxyoximation and aminooximation of unactivated alkenes is developed. This method utilizes the dichotomous reactivity of the iminoxyl radical to furnish a general difunctionalization on alkenes using simple tert-butyl nitrite (TBN) as the iminoxyl radical initiator as well the carbon radical trap. By using this protocol, oxime featured 4,5-dihydroisoxazoles and cyclic nitrones were facilely prepared from β,γ- and γ,δ-unsaturated ketoximes, respectively.
Oxime radical promoted dioxygenation, oxyamination, and diamination of alkenes: Synthesis of isoxazolines and cyclic nitrones
Han, Bing,Yang, Xiu-Long,Fang, Ran,Yu, Wei,Wang, Chao,Duan, Xiao-Yong,Liu, Shuai
supporting information; experimental part, p. 8816 - 8820 (2012/10/18)
Up the tempo: The intramolecular addition of oxime radicals to C=C bonds was achieved by using DEAD and TEMPO to give 4,5-dihydroisoxazoles as a result of a C=O bond-forming, 5-exo-trig cyclization. γ,δ-Unsaturated ketoximes also reacted to afford cyclic nitrones through C-N bond formation. The reactions offer a metal-free approach for the vicinal difunctionalization of unactivated alkenes. Copyright
