1615219-90-3Relevant academic research and scientific papers
Straightforward Access to the Nitric Oxide Donor Azasydnone Scaffold by Cascade Reactions of Amines
Zhilin, Egor S.,Bystrov, Dmitry M.,Ananyev, Ivan V.,Fershtat, Leonid L.,Makhova, Nina N.
, p. 14284 - 14289 (2019/11/11)
A novel one-pot cascade method for the assembly of valuable NO-donor azasydnone scaffold has been developed. The construction strategy involves a diazotization/azo coupling/elimination/double rearrangement cascade sequence of readily available amines. The
Side-chain prototropic tautomerism of 4-hydroxyfuroxans in methylation reactions
Fershtat, Leonid L.,Epishina, Margarita A.,Ovchinnikov, Igor V.,Struchkova, Marina I.,Romanova, Anna A.,Ananyev, Ivan V.,Makhova, Nina N.
, p. 5685 - 5689 (2016/11/28)
A general and simple method for the preparation of under explored 3-aryl-4-hydroxyfuroxans by nucleophilic substitution of the nitro group in 3-aryl-4-nitrofuroxans using NaOH in H2O-THF has been developed. The methylation of 3-aryl-4-hydroxyfu
Dinitrogen trioxide-mediated domino process for the regioselective construction of 4-nitrofuroxans from acrylic acids
Fershtat, Leonid L.,Struchkova, Marina I.,Goloveshkin, Alexander S.,Bushmarinov, Ivan S.,Makhova, Nina N.
, p. 226 - 237 (2014/07/22)
4-Nitrofuroxans (4-nitro-1,2,5-oxadiazole 2-oxides) were prepared by a dinitrogen trioxide-mediated domino reaction of acrylic acids under the action of NaNO2 excess in AcOH at room temperature. The reaction proceeds completely regioselectively and presents a new, simple, general, and safe method for the preparation of both 3-aryl- and 3-alkyl-4-nitrofuroxans available with difficulty before. A mechanism for the furoxan ring construction through a four-step one-pot protocol is proposed. The synthesized nitrofuroxans have been characterized by multinuclear NMR spectroscopy and X-ray powder diffraction.
