1615219-89-0Relevant academic research and scientific papers
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)
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
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
A fluorescent naphthalenediimide-alkoxyfuroxan photoinduced nitric oxide donor
Seymour, Christopher Peter,Nakata, Akito,Tsubaki, Motonari,Hayashi, Masahiko,Matsubara, Ryosuke
, p. 162 - 169 (2019/01/28)
We describe the design and facile synthesis of a fluorescent alkoxyfuroxan naphthalenediimide (NDI) hybrid nitric oxide (NO) donor molecule which releases NO under spatiotemporal control when irradiated with visible light (420600 nm). The hybrid also demonstrates cellular uptake made possible by its fluorescence capability. This research consolidates our recent work into visible light absorbing photosensitised furoxan NO release by addressing the limitations of previous designs. Key points of photoinduced nitric oxide donors are highlighted such as water solubility, NO release, cellular uptake, fluorescence, and longer absorption wavelengths.
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.
