1246037-65-9Relevant academic research and scientific papers
RETRACTED ARTICLE: Unexpected Heterocyclization of Electrophilic Alkenes by Tetranitromethane in the Presence of Triethylamine. Synthesis of 5-Nitroisoxazoles
Volkova, Yulia A.,Averina, Elena B.,Vasilenko, Dmitry A.,Sedenkova, Kseniya N.,Grishin, Yuri K.,Bruheim, Per,Kuznetsova, Tamara S.,Zefirov, Nikolai S.
, p. 3192 - 3200 (2019/03/20)
A novel reaction of tetranitromethane with electrophilic alkenes in the presence of triethylamine affording substituted 5-nitroisoxazoles is described. Triethylamine reacts with tetranitromethane to generate N-nitrotriethylammonium and trinitromethanide. This process provides the heterocyclization of electrophilic alkenes. A variety of α,β-unsaturated aldehydes, ketones, esters, amides, phosphonates, nitro, and sulfur compounds was involved in the heterocyclization reaction, and a wide range of functionalized 5-nitroisoxazoles was obtained in good to high yields. The scope and limitations of the reaction and the mechanistic proposal are discussed.
Synthesis of 3-acyl-5-nitroisoxazoles on the base of geminal trinitro- and chlorodinitro-substituted pentan-2-one or 2-oximino-1-phenylbutan-1-one
Khisamutdinov,Lyapin,Nikitin,Slovetskii,Fainzil'Berg
, p. 2178 - 2181 (2011/01/08)
3-Acyl-5-nitroisoxazoles were synthesized by heating 5,5,5-trinitropentan- 2-one with LiCl in DMF at 100 °C as well as by heating oximino derivatives of 5,5,5-trinitro-, 5-chloro-5,5-dinitropentan-2-one or 4,4,4-trinitro- and 4-chloro-4,4-dinitro-1-phenyl
