82093-41-2Relevant academic research and scientific papers
Ring-Opening Reaction of Imidazo[1,2-a]pyridines Using (Diacetoxyiodo)benzene and NaN3: The Synthesis of α-Iminonitriles
Kalbandhe, Amit H.,Kavale, Ashish C.,Karade, Nandkishor N.
, p. 1318 - 1322 (2017)
The reaction of imidazo[1,2-a]pyridine with NaN3 in the presence of (diacetoxyiodo)benzene as an oxidant resulted in the unusual formation of α-iminonitriles in good yields under mild conditions. This method provides access to α-iminonitriles under cyanide-free and metal-free reaction conditions.
Nitromethane as a surrogate cyanating agent: 7-: N, N-dimethylamino-4-hydroxycoumarin-catalyzed, metal-free synthesis of α-iminonitriles
Satyanarayana, Iddum,Manjappa, Kiran B.,Yang, Ding-Yah
supporting information, p. 8316 - 8322 (2020/12/29)
An efficient, metal/alkali-cyanide free approach for the synthesis of α-iminonitriles via kinetically controlled, base-mediated and 1,3-diketone-catalyzed reaction is reported. The preparation of target compounds was realized by condensation of substituted anilines and aldehydes in nitromethane as a surrogate cyanating agent and as a solvent. This strategy was further improved by replacing aldehydes and nitromethane with β-nitrostyrene and ethanol, respectively, rendering the methodology greener. The catalytic role played by 1,3-diketones such as 7-N,N-dimethylamino-4-hydroxycoumarin in this three-component reaction was investigated, and a plausible mechanism was proposed based on control experiments.
Radical ring opening reaction of pyridine fused heterocycles with IBA-N3 catalyzed by tetra-n-butylammonium iodide
Wang, Ruonan,Wang, Shiwei,Li, Dayong,Ye, Feiyang,Leng, Yuting,Wu, Yangjie,Chang, Junbiao,Wu, Yusheng
supporting information, p. 2298 - 2305 (2019/03/13)
A mild, metal-free and efficient synthesis of 2,3-disubstituted acrylonitriles and α-iminonitriles through radical ring opening reaction of pyridine fused heterocycles has been developed. The tetra-n-butylammonium iodide catalyst acts as a formal one-elec
Cyclisation Reactions of some 3-Nitrosoimidazo-pyridines and -pyrimidines. Ring-opening/Ring-closure Reactions with Triethyl Phosphite: Reassignment by X-Ray Crystal Structure and Nuclear Magnetic Resonance
Teulade, Jean C.,Escale, Roger,Viols, Henry,Chapat, Jean P.,Grassy, Gerard,et al.
, p. 2663 - 2667 (2007/10/02)
Deoxygenation of 3-nitroso-2-phenylimidazo-pyridines and -pyrimidines with triethyl phosphite does not lead to the products described in the literature as pyrido- and pyrimido-imidazoindoles (3) and (4), but to the open-chain derivatives, N-(2-pyri
