264609-97-4Relevant academic research and scientific papers
Nitrolic acids: Efficient precursors of nitrile oxides under neutral conditions
Matt, Christophe,Gissot, Arnaud,Wagner, Alain,Mioskowski, Charles
, p. 1191 - 1194 (2000)
Nitrolic acids are prepared in good yields from primary nitroalkanes or primary alkyl bromides. Upon heating in THF, they afford the corresponding nitrile oxides under neutral conditions. In the presence of dipolarophiles, isoxazoles are obtained in yield
Oxidize Amines to Nitrile Oxides: One Type of Amine Oxidation and Its Application to Directly Construct Isoxazoles and Isoxazolines
Zhang, Xiao-Wei,He, Xiao-Lin,Yan, Nan,Zheng, Hong-Xing,Hu, Xiang-Guo
, p. 15726 - 15735 (2020/11/30)
A facile oxidative heterocyclization of commercially available amines and tert-butyl nitrite with alkynes or alkenes leading to isoxazoles or isoxazolines is described. The unprecedented strategy of the oxidation of an amine directly to a nitrile oxide was used in this cyclization process. This reaction is highly efficient, regiospecific, operationally simple, mild, and tolerant of a variety of functional groups. Control experiments support a nitrile oxide intermediate mechanism for this novel class of oxidative cyclization reactions. Moreover, synthetic applications toward bioactive molecular skeletons and the late-stage modification of drugs were realized.
Effect of aqueous polyethylene glycol on 1,3-dipolar cycloaddition of benzoylnitromethane/ethyl 2-nitroacetate with dipolarophiles: Green synthesis of isoxazoles and isoxazolines
Chary, R. Gangadhara,Reddy, G. Rajeshwar,Ganesh,Prasad, K. Vara,Raghunadh, Akula,Krishna,Mukherjee, Soumita,Pal, Manojit
supporting information, p. 160 - 164 (2014/03/21)
A 1:1 mixture of water-polyethylene glycol (PEG) facilitated the 1,3-dipolar cycloaddition of benzoylnitromethane/ethyl 2-nitroacetate with terminal alkynes or alkenes leading to isoxazoles or isoxazolines under green conditions. The methodology is free f
1,3-Cycloaddition of nitrile oxides in ionic liquids. An easier route to 3-carboxy isoxazolines, potential constrained glutamic acid analogues
Conti, Dario,Rodriquez, Manuela,Sega, Alessandro,Taddei, Maurizio
, p. 5327 - 5330 (2007/10/03)
Several improvements in the cycloaddition of carboethoxyformonitrile oxide (CEFNO) with different alkenes are observed in the ionic liquids [bmim][BF4] and [bmim][PF6]. The possibility of obtaining good yields of the corresponding is
