7541-02-8Relevant academic research and scientific papers
Stereoselective Synthesis of (E)-2-Hydroxyimino-2-phenylacetonitrile by Photolysis of 4-Azido-3-phenylfurazan 2-Oxide
Kunai, Atsutaka,Doi, Takanori,Nagaoka, Takashi,Yagi, Hirofumi,Sasaki, Kazuo
, p. 1843 - 1844 (1990)
Synthesis of (E)-2-hydroxyimino-2-phenylacetonitrile from styrene was examined.This compound was obtained selectively by the photolysis of 4-azido-3-phenylfurazan 2-oxide.
Visible-Light-Induced Difunctionalization of Styrenes: Synthesis of N-Hydroxybenzimidoyl Cyanides
Alam, Tipu,Begum, Pakiza,Dahiya, Anjali,Patel, Bhisma K.,Rakshit, Amitava
supporting information, (2020/05/08)
A visible-light-induced synthesis of N-hydroxybenzimidoyl cyanides from aromatic terminal alkenes is achieved by using Eosin Y as an organic photoredox catalyst. The process goes via a radical pathway with successive incorporation of two nitrogen atoms, one each from tert-butyl nitrite and ammonium acetate. The final product is achieved by the concomitant installation of an oxime and a nitrile group. DFT calculation supports a biradical pathway and all the proposed steps. A few useful synthetic transformations of N-hydroxybenzimidoyl cyanide are also illustrated.
Copper-Catalyzed Carbonyl Group Controlled Coupling of Isatin Oximes with Arylboronic Acids To Prepare N-Aryloxindole Nitrones
Mo, Xue-Ling,Chen, Chun-Hua,Liang, Cui,Mo, Dong-Liang
, p. 150 - 159 (2017/11/28)
A variety of (E)-N-aryloxindole nitrones were prepared in good to excellent yields by using a copper-catalyzed coupling reaction of isatin oximes and arylboronic acids under mild conditions. Various arylboronic acids that contain sensitive functional groups were tolerated in the transformation, and detailed studies show that the carbonyl group of the isatin oximes serves as a ligand to control the formation of the (E)-oxindole nitrones. This method to prepare (E)-N-aryloxindole nitrones was easily performed on a gram scale and efficiently used to synthesize estrone-derived oxindole nitrone in high yield.
Mild Synthesis of Substituted 1,2,5-Oxadiazoles Using 1,1′-Carbonyldiimidazole as a Dehydrating Agent
Neel, Andrew J.,Zhao, Ralph
supporting information, p. 2024 - 2027 (2018/04/16)
1,1′-Carbonyldiimidazole was found to induce the formation of a variety of 3,4-disubstituted 1,2,5-oxadiazoles (furazans) from the corresponding bisoximes at ambient temperature. This method enables these inherently energetic compounds to be prepared at t
E/Z oxime isomerism in PhC(NOH)CN
Bohle, D. Scott,Chua, Zhijie,Perepichka, Inna,Rosadiuk, Kristopher
, p. 4223 - 4229 (2013/05/09)
The reaction of nitric oxide with benzyl cyanide in the presence of potassium methoxide at low temperature gave the dipotassium salt of a bis-diazeniumdiolate 2 in excellent yield. Two new stereospecific syntheses of E or Z 2-(hydroxyimino)-2-phenylacetonitrile from 2 have been found. The thermodynamics of the E/Z isomerization has been investigated spectroscopically in solution, in the solid state by differential scanning calorimetry (DSC), and theoretically in the gas phase. Evidence of catalysis by NO of E/Z oxime isomerization has been observed. Copyright
SPHINGOSINE-1-PHOSPHATE RECEPTOR AGONISTS
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Page/Page column 173, (2011/02/24)
Disclosed are compounds of Formula (I), or a stereoisomer or a pharmaceutically acceptable salt thereof, wherein: A is formula (II) Q is a substituted 5-membered monocyclic heteroaryl group; W is CH2, O, or NH; and R1, R2, R3, R4, R5, R6, m, n, t, and x are defined herein. Also disclosed are methods of using such compounds as selective agonists for G protein-coupled receptor S1P1, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating, preventing, or slowing the progression of diseases or disorders in a variety of therapeutic areas, such as autoimmune diseases and vascular disease.
Unsymmetrically substituted furoxans. Part 18. Smiles rearrangement in furoxan systems and in related furazans
Boschi,Sorba,Bertinaria,Fruttero,Calvino,Gasco
, p. 1751 - 1757 (2007/10/03)
The preparation and the base-promoted Smiles rearrangement of phenylfurazans (series a), 3-phenylfuroxan (series b) and 4-phenylfuroxan (series c) bearing 2-hydroxyethylthio (1), 2-hydroxyethylsulfonyl (2), carbamoylmethylthio (3) and carbamoylmethylsulfo
2-HYDROXYIMINO-2-PHENYLACETONITRILE ACTIVE ESTERS IN PEPTIDE SYNTHESIS.
Koziolkiewicz, Wiktor,Janecka, Anna
, p. 4423 - 4426 (2007/10/02)
A number of 2-hydroxyimino-2-phenylacetonitrile esters of acylamino acids have been synthesized.These compounds react readily with amino acid or peptide esters to elongate the peptide chain.
