6635-54-7Relevant academic research and scientific papers
THE FORMATION OF FUROXAN-3,4-DICARBOXAMIDES FROM NITROACETAMIDES
Harris, Philip A.,Jackson, Arthur,Joule, John A.
, p. 3193 - 3196 (1989)
Secondary and tertiary nitroacetamides are converted by treatment with thionyl chloride alone into furoxan-3,4-dicarboxamides.
Catalyst-free formation of nitrile oxides and their further transformations to diverse heterocycles
de Angelis, Luca,Crawford, Alexandra M.,Su, Yong-Liang,Wherritt, Daniel,Arman, Hadi,Doyle, Michael P.
supporting information, p. 925 - 929 (2021/01/26)
The formation of nitrile oxides with diazocarbonyl compounds by nitrosyl transfer from tert-butyl nitrite under mild conditions and without the use of a catalyst or an additive is reported. This transformation is broadly applicable to the synthesis of fur
Does electrophilic activation of nitroalkanes in polyphosphoric acid involve formation of nitrile oxides?
Aksenov, Alexander V.,Aksenov, Dmitrii A.,Aksenov, Nicolai A.,Kirilov, Nikita K.,Kurenkov, Igor A.,Nobi, Mezvah A.,Rubin, Michael,Skomorokhov, Anton A.,Sorokina, Elena A.
, p. 35937 - 35945 (2021/12/02)
The mechanistic rationale involving activation of nitroalkanes towards interaction with nucleophilic reagents in the presence of polyphosphoric acid (PPA) was re-evaluated. Could nitrile oxide moieties be formed during this process? This experiment demonstrates that at least in some cases this could happen, as generated nitrile oxides were successfully intercepted as adducts of [3 + 2] cycloadditions. This journal is
Diacylfuroxans Are Masked Nitrile Oxides That Inhibit GPX4 Covalently
Eaton, John K.,Kramm, Anneke,Ruberto, Richard A.,Schreiber, Stuart L.,Viswanathan, Vasanthi S.
supporting information, (2020/01/02)
GPX4 represents a promising yet difficult-to-drug therapeutic target for the treatment of, among others, drug-resistant cancers. Although most GPX4 inhibitors rely on a chloroacetamide moiety to modify covalently the protein's catalytic selenocysteine residue, the discovery and mechanistic elucidation of structurally diverse GPX4-inhibiting molecules have uncovered novel electrophilic warheads that bind and inhibit GPX4. Here, we report our discovery that diacylfuroxans can act as masked nitrile oxide prodrugs that inhibit GPX4 covalently with unique cellular and biochemical reactivity compared to existing classes of GPX4 inhibitors. These observations illuminate a novel molecular mechanism of action for biologically active furoxans and also expand the collection of reactive groups capable of targeting GPX4.
Solvent-free mechanochemical synthesis of diacylfuroxans
Gu, Zhen-Zhen,Guo, Feng-Chao,Zhang, Pu,Qin, Yu-Jun,Guo, Zhi-Xin
supporting information, p. 1687 - 1690 (2019/06/05)
Acetophenones with a variety of substituents could be converted to diacylfuroxans in a solvent-free reaction by combining the reagents Fe(NO3)3·9H2O and P2O5 under high-speed ball milling. This reacti
Method for directly synthesizing furoxan from methyl ketone
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Paragraph 0019; 0020; 0021, (2020/01/08)
The invention discloses a method for directly synthesizing furoxan from methyl ketone, and belongs to the technical field of organic chemical synthesis. According to the method, methyl ketone is usedas a raw material, methyl ketone and a green nitration r
Synthesis of Furoxans and Isoxazoles via Divergent [2 + 1 + 1 + 1] Annulations of Sulfoxonium Ylides and tBuONO
Tang, Zhonghe,Zhou, Yao,Song, Qiuling
, p. 5273 - 5276 (2019/09/03)
We have presented a simple and new method for the divergent assembly of furoxans and isoxazoles in which the [2 + 1 + 1 + 1] annulation reaction of sulfoxonium ylides is reported for the first time. When the reaction was performed using tBuONO
A Facile Synthesis of N -Alkoxyacylimidoyl Halides from α-Nitro Ketones and Alkyl Halides in the Presence of NaHSO4/SiO2
Aoyama, Tadashi,Itoh, Ken-Ichi,Furukawa, Yuri,Hayakawa, Mamiko,Shimada, Shigeru,Ouchi, Akihiko
supporting information, p. 489 - 493 (2017/02/24)
A novel method was developed for the synthesis of N-alkoxyacylimidoyl halide by the reaction of α-nitro ketone and alkyl halides in the presence of NaHSO4/SiO2. Nitrile oxides that are generated from α-nitro ketones by silica gel sup
ALKOXYSILYL GROUP-CONTAINING ORGANIC EL DYE AND A METHOD FOR PRODUCING THE SAME
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Paragraph 0072; 0073, (2017/11/16)
Provided is an alkoxysilyl group-containing organic EL dye that can be used for the production of fluorescent silica particles that do not fade. This alkoxysilyl group-containing organic EL dye is represented by the general formula X—Y-Q-Z—Si(R1/sub
Base- and copper-catalysed condensation of primary activated nitro compounds with enolisable compounds
Trogu, Elena,Cecchi, Luca,De Sarlo, Francesco,Guideri, Luca,Ponticelli, Fabio,Machetti, Fabrizio
supporting information; experimental part, p. 5971 - 5978 (2010/03/01)
Primary nitro compounds have not been employed as nitrile oxide precursors in reactions with active methylene compounds because the reagents commonly used as dehydrating agents also react with these dipolarophiles. However, the Cu II-catalysed
