14181-72-7Relevant articles and documents
α-Nitrosostyrenes as Three-Atom Units for the (3+1) Cyclization Reaction: Facile Access to 2,3-Dihydrodiazete N-Oxides and Their Diversified Synthetic Conversions
Shen, Li-Wen,Wang, Zhen-Hua,You, Yong,Yuan, Wei-Cheng,Zhao, Jian-Qiang,Zhou, Ming-Qiang
, p. 1094 - 1099 (2022/02/10)
An unprecedented (3+1) cyclization of α-nitrosostyrenes, generated in situ from α-bromooximes, and N-tosyloxycarbamates was developed, which enables the synthesis of a range of structurally unique and hitherto unexplored 2,3-dihydrodiazete N-oxides in mod
Copper-Catalyzed Annulation of Oxime Acetates with α-Amino Acid Ester Derivatives: Synthesis of 3-Sulfonamido/Imino 4-Pyrrolin-2-ones
Miao, Chun-Bao,Zheng, An-Qi,Zhou, Li-Jin,Lyu, Xinyu,Yang, Hai-Tao
supporting information, p. 3381 - 3385 (2020/04/21)
A copper-catalyzed annulation of oxime acetates and α-amino acid ester derivatives for the easy preparation of 4-pyrrolin-2-ones bearing a 3-amino group has been developed. This process features the oxidation of amines with oxime esters as the internal oxidant to produce the active 1,3-dinucleophilic and 1,2-dielectrophilic species concurrently. The subsequent nucleophilic cyclization realizes the efficient construction of 4-pyrrolin-2-one derivatives.
An efficient synthesis of 2-isoxazolines from α-haloketone oximes and dimethyl sulfonium salts
Zhao, Sen,Wang, Hang,Sun, Shaofa,Guo, Haibing,Chen, Zhiyu,Wang, Jian,Wang, Lu,Liang, Steven,Wang, Gangqiang
supporting information, p. 382 - 385 (2019/01/04)
2-Isoxazolines were synthesized efficiently from a formal [4+1] cycloaddition of nitrosoalkenes and sulfur ylides, which were generated in situ from α-haloketone oximes and dimethyl sulfonium salts. This approach provides a new method to synthesize a rang
A DEVELOPING AGENT PRECURSOR FOR LASER MARKABLE COMPOSITIONS
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Paragraph 0134, (2019/01/07)
The invention relates to novel laser markable compositions comprising developing agent precursors according to formula (I).
Synthesis and Beckmann rearrangement of novel (Z)-2-organylselanyl ketoximes: promising agents against grapevine anthracnose infection
Waskow, Bianca,Mano, Renata A.,Giacomini, Rafaela X.,Oliveira, Daniela H.,Schumacher, Ricardo F.,Wilhelm, Ethel A.,Luchese, Cristiane,Savegnago, Lucielli,Jacob, Raquel G.
supporting information, p. 5575 - 5580 (2016/11/25)
We present here the synthesis of novel (Z)-2-organylselanyl ketoximes by nucleophilic substitution reaction of E/Z mixtures of 2-bromo ketoximes with nucleophilic species of selenium, which were generated in situ by simple cleavage of diorganyl diselenides with NaBH4using ethanol/THF as solvent. The new 2-organylselanyl ketoximes were synthesized in moderate to good yields and with selectivity for the (Z)-configuration. The synthesized (Z)-2-arylselanylacetophenone oximes were submitted to the Beckmann rearrangement, furnishing the corresponding N-aryl-2-(selanyl)acetamides. (Z)-1-Phenyl-2-(phenylselanyl) ketoxime has antifungal activity against Sphaceloma ampelinum and a good level of antioxidant activity in vitro in DPPH, ABTS, FRAP and lipid peroxidation assays.
Nitrimines as reagents for metal-free formal C(sp2)-C(sp2) cross-coupling reactions
Angeles-Dunham, Veronica V.,Nickerson, David M.,Ray, Devin M.,Mattson, Anita E.
, p. 14538 - 14541 (2015/01/16)
Nitrimines are employed as powerful reagents for metal-free formal C(sp2)-C(sp2) cross-coupling reactions. The new chemical process is tolerant of a wide array of nitrimine and heterocyclic coupling partners giving rise to the corresponding di- or trisubstituted alkenes, typically in high yield and with high stereoselectivity. This method is ideal for the metal-free construction of heterocycle-containing drug targets, such as phenprocoumon.
Europium(III) triflate-catalyzed Trofimov synthesis of polyfunctionalized pyrroles
Madabhushi, Sridhar,Vangipuram, Venkata Sairam,Mallu, Kishore Kumar Reddy,Chinthala, Narsaiah,Beeram, China Ramanaiah
supporting information; body text, p. 1413 - 1416 (2012/07/13)
The synthesis of polyfunctionalized pyrroles by reaction of a ketoxime with dimethyl acetylenedicarboxylate using europium(III) triflate as the catalyst is described. Copyright
Cycloaddition of nitrones with arynes generated from benzobisoxadisilole or 2,3-naphthoxadisilole
Wu, Kaicheng,Chen, Yali,Lin, Yibei,Cao, Weiguo,Zhang, Min,Chen, Jie,Lee, Albert W.M.
experimental part, p. 578 - 582 (2010/09/05)
1,3-Dipolar cycloaddition of nitrones with arynes generated in situ from benzobisoxadisilole or 2,3-naphthoxadisilole afforded the oxadisilole fused benzo[d]isoxazoline or the naphtho[2,3-d]isoxazoline derivatives at room temperature in good yields.
Design and synthesis of some novel oxiconazole-like carboacyclic nucleoside analogues, as potential chemotherapeutic agents
Rad, Mohammad Navid Soltani,Khalafi-Nezhad, Ali,Behrouz, Somayeh
experimental part, p. 1760 - 1774 (2009/12/06)
The syntheses of some novel carboacyclic nucleosides, 17a-17o, containing oxiconazole-like scaffolds, are described (Schemes 1-3). In this series of carboacyclic nucleosides, pyrimidine as well as purine and other imidazole derivatives were employed as an imidazole successor in oxiconazole. These compounds could be prepared in good yields by using two different strategies (Schemes 1 and 2). Due to Scheme 1, the N-coupling of nucleobases with 2-bromoacetophenones was attained for 18a-18e, and their subsequent oximation affording 19a-19e and finally O-alkylation with diverse alkylating sources resulted in the products 17a-17g, 17n, and 17o. In Scheme 2, use of 2-bromoacetophenone oximes 20, followed by N-coupling of nucleobases, provided 19f-19j whose final O-alkylation produced 17h-17m (Scheme 2). For the rational interpretation of the dominant formation of (E)-oxime ethers rather than (Z)-oxime isomers, PM3 semiempirical quantum-mechanic calculations were discussed and the calculations indicated a lower heat of formation for (E)-isomers.
Unprecedented formation of Δ2-isoxazoline and/or 1-nitroso-pyrazoline from α-bromoketone oximes and diazo compounds
Guo, Jianhua,Gaudette, John,Cheng, Jie-Fei
supporting information; experimental part, p. 933 - 935 (2009/05/11)
Reaction of α-bromoketone oximes with diazo compounds in the presence of a metal catalyst and base led to the unprecedented formation of two types of rings: Δ2-isoxazolines and 1-nitrosopyrazolines.
