1816-89-3Relevant academic research and scientific papers
Synthesis of α-Ketoimidoyl Fluorides via Geminal Fluorine-Promoted Azide Rearrangement
Kim, Ha Eun,Choi, Jun-Ho,Chung, Won-Jin
, p. 8810 - 8815 (2021/11/20)
Despite the promising synthetic potential, the utilization of imidoyl fluorides has been hampered by the lack of broadly applicable preparative methods. Herein, bench-stable α-ketoimidoyl fluorides were synthesized from geminal chlorofluorides through tandem azidation/rearrangement under mild conditions. The efficiency was consistently high, regardless of the steric and electronic environments. The synthetic utility of the α-ketoimidoyl fluoride was also demonstrated. Furthermore, the remarkable accelerating effect of the geminal fluorine substituent was identified and rationalized by density functional theory calculation.
Copper-Catalyzed Oxidative Difunctionalization of Terminal Unactivated Alkenes
Hussain, Muhammad Ijaz,Feng, Yangyang,Hu, Liangzhen,Deng, Qingfu,Zhang, Xiaohui,Xiong, Yan
supporting information, p. 7852 - 7859 (2018/05/30)
The copper(II)-promoted free-radical oxidative difunctionalization of terminal alkenes to access ketoazides by utilizing molecular oxygen has been reported. A series of styrene derivatives have been evaluated and were found to be compatible to give the desired difunctionalized products in moderate to good yields. The role of molecular oxygen both as an oxidant and oxygen atom source in this catalytic transformation has been unquestionably demonstrated by 18O-labeling studies and a radical mechanistic pathway involving the oxidative formation of azidyl radicals is also designed. This environment-friendly catalytic oxidative protocol can transform aldehyde to nitrile.
Method for preparing alpha-azidoketone compounds based on photocatalysis
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Paragraph 0186; 0187; 0188, (2018/10/11)
The invention discloses a method for preparing alpha-azidoketone compounds based on photocatalysis. The method is based on a reaction formula shown in the description, wherein R is optionally-substituted aryl, heteroaryl or 1-12 carbon alkyl; R is o
Visible-light-enabled oxyazidation of alkenes leading to α-azidoketones in air
Wei, Wei,Cui, Huanhuan,Yue, Huilan,Yang, Daoshan
supporting information, p. 3197 - 3202 (2018/07/29)
A new and facile visible-light-enabled method for the synthesis of α-azidoketones has been developed via oxyazidation of alkenes with TMSN3 in air at room temperature. A series of α-azidoketones could be easily and efficiently obtained in moder
A simple one-pot procedure for the direct conversion of alcohols into azides using TsIm
Soltani Rad, Mohammad Navid,Behrouz, Somayeh,Khalafi-Nezhad, Ali
, p. 3445 - 3449 (2008/02/10)
A facile and efficient method for one-pot conversion of alcohols into azides using N-(p-toluenesulfonyl)imidazole (TsIm) is described. In this method, alcohols are refluxed with a mixture of NaN3, TsIm and triethylamine in the presence of catalytic amounts of tetra-n-butylammonium iodide (TBAI) in DMF affording the corresponding alkyl azides in good yields. This methodology is highly efficient for various structurally diverse alcohols with selectivity for ROH: 1° > 2° > 3°.
An expedient and highly selective conversion of alcohols to azides using a NaN3/BF3·Et2O system
Kumar, H.M. Sampath,Reddy, B.V. Subba,Anjaneyulu,Yadav
, p. 7385 - 7388 (2007/10/03)
Alkyl azides were prepared in good yields by treatment of allylic and benzylic alcohols with a molar equivalent of NaN3 in the presence of BF3·Et2O in dioxane.
A one step conversion of olefins into α-azidoketones using azidotrimethylsilane-chromium trioxide reagent system
Venkat Ram Reddy,Kumareswaran,Vankar, Yashwant D.
, p. 6751 - 6754 (2007/10/02)
α-Azidoketones are conveniently obtained in good yields from the corresponding olefins upon reaction with azidotrimethylsilane-chromium trioxide reagent system.
A VERSATILE SYNTHESIS OF VICINAL DIAZIDES USING HYPERVALENT IODINE
Moriarty, Robert M.,Khosrowshahi, Jaffar S.
, p. 2809 - 2812 (2007/10/02)
A convenient synthesis of vicinal diazides from olefins using C6H5IO/HOAc/NaN3 is described.A mechanism is proposed which accounts for the stereochemical outcome.
